Food F

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    Food Chemstry

    475

    Food Chemstry

    F1 Food groups

    F.1.1 Distinguish between a food and a nutrient.

    F.1.2 Describe the chemical composition of lipids

    (fats and oils), carbohydrates and proteins. IBO 2007

    Lke a maer, ood s composed o cemcas. hesecemcas are parcuary mporan because eyprovde e ue rom wc we gan our energy and e

    maeras requred or essena body uncons, as we as

    e budng bocks or e grow and regeneraon o our

    bodes. A baanced de s va or good ea, ence e

    need o sudy e cemsry o ood.

    A ood may be consdered any subsance a we

    deberaey ake no our mous and swaow. ha s

    any naura or arca maera nended or uman

    consumpon. Ideay, a ood mus conan one or more

    nurens. Some oods are rc n nurens, wereas

    oers ave very e nuren vaue. A nutrent s a

    componen o ood a s used by e body o provde

    energy, or or e grow and repar o ssue. he major

    nurens are pds, carboydraes and proens. Oer

    nurens are vamns and mneras, wc are requred

    n muc smaer quanes. Waer, wc s essena

    or bocemca processes o occur, s aso consdered a

    nuren. A ack o ese nurens n e de evenuay

    gves rse o malnourshment.

    Lpds (as and os) are esers o a gycero (propan-1.2.3-

    ro) and ree ay acds (ong can carboxyc acds) assown n Fgure 1701.

    C

    O

    O

    O R1

    CH2

    COR2

    OCH

    CO R1

    CH2

    Figure 1701 The chemical structure of lipids

    F1 Food groups

    F2 Fats and oils

    F3 Shelf life

    F4 Colour

    F5 Genetically modified foods

    F6 Texture

    F9 Stereo-chemistry in food (HL)

    (Note that HL material from F7, F8 and

    F10 has been integrated)

    Food chemistry is a study of the composition and

    properties of food, the chemical changes it undergoes

    during handling, processing and storage, and the

    principles underlying the improvement of food. The

    aim of this option is to give students an understanding

    of the chemistry of important molecules in food

    and the contribution that chemistry has made

    (and continues to make) towards maintaining and

    improving the quality and cost of food, adequacy offood supplies and food safety. Students should be able

    to recognize some important structures and relevant

    functional groups and to distinguish between them.

    It is not necessary to memorize complex formulas, as

    structures and examples of some food molecules are

    given in the Chemistry data booklet. IBO 2007

    17

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    CHAPTER 17 (OPTION F)

    476

    Here R1, R

    2and R

    3represen ong ydrocarbon cans,

    wc may be e same or may be dferen. he

    ydrocarbon cans may aso be sauraed, unsauraed

    (conanng a carbon-carbon doube bond) or poy-

    unsauraed (conanng a number o carbon-carbon

    doube bonds). he naure o e R group deermnes e

    pysca and cemca properes o e pd. For exampe,sauraed as end o be sods a room emperaure wereas

    unsauraed ones (as n vegeabe os) are quds. Lpds

    are a source o energy and are aso va n consrucng

    ce membranes.

    Carboydraes, as er name woud mpy, ave e

    emprca ormua CH2O. Monosacchardes w

    e genera ormua (CH2O)

    n(n>2) are e smpes

    carboydraes. Eac monosaccarde conans one

    carbony group (C=O) and a eas wo ydroxy groups

    (-OH). Condensaon o wo monosaccardes orms

    a dsaccharde. Carboydraes comprse sugars and

    poymers suc as sarc and ceuose derved rommonosaccardes. he man uncon o carboydraes s

    as a source o energy, oug ey are aso used or ce

    consrucon. One o e smpes sugars s gucose, sown

    n Fgure 1702.

    C

    C

    C

    C

    C O

    H

    H

    H

    OH

    CH2OH

    H

    HO

    H

    OH

    OH

    Figure 1702 The chemical structure of carbohydrates

    Proens are poymers o amno acds. A proens conan

    C, H, O and N and some aso ave P and S. A ypca

    secon o a proen s sown n Fgure 1703.

    NHNHNH CHCH COCOCOCH

    R3

    R2

    R1

    Figure 1703 The chemical structure of proteins

    Here R1, R

    2and R

    3represen e sde cans o e amno

    acds nvoved and ey may be e same or dferen.

    F2 Fats and ols

    F.2.1 Describe the difference in structure

    between saturated and unsaturated (mono-

    and poly-unsaturated) fatty acids.

    F.2.2 Predict the degree of crystallization

    (solidification) and melting point of fats and

    oils from their structure, and explain the

    relevance of this property in the home and

    in industry.

    F.2.3 Deduce the stability of fats and oils from

    their structure.

    F.2.4 Describe the process of hydrogenation of

    unsaturated fats.

    F.2.5 Discuss the advantages and disadvantages

    of hydrogenating fats and oils. IBO 2007

    As saed n e prevous secon, as and os (somemes

    reerred o coecvey as pds) are esers o gycero

    (propan-1.2.3-ro) and ay acds (ong can carboxyc

    acds). Reer back o Fgure 1701.

    he groups R1, R

    2and R

    3, wc may be e same or

    dferen, represen ydrocarbon cans, ypcay 15-25

    carbon aoms ong, oug n mos os and as e oa

    number o carbons n e can (ncudng e O-CO-

    one) s even because ey are synessed rom wo carbon

    uns. hese ydrocarbon cans may be sauraed (a C-

    C bonds snge), mono-unsauraed (conanng one C=C)

    or poy-unsauraed (conanng more an one C=C). In

    any gven o ere s usuay a mxure o can engs

    and degrees o sauraon, oug e reave proporons

    o ese as an efec on e properes o e pd.

    Cemcay os and as are smar, e man dference

    beng n er meng pon w as beng sod a room

    emperaure and os beng qud. he meng pon o e

    pd and ardness (degree o crysany) o e sod wdepend on a number o acors:

    he mean eng o e ydrocarbon cans.

    he degree o unsauraon.

    Weer e ydrocarbon can s cis- or trans-

    around e doube bond.

    option

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    Food Chemstry

    477

    he onger e carbon can, en e greaer e moar

    mass, e sronger e van der Waas orces and e ger

    e meng pon. he presence o doube bonds means

    a e ydrocarbon can s ess srag, so weakenng

    e van der Waas orces by reducng e cose conac

    beween e cans. As a resu e greaer e degree o

    unsauraon, e ower e meng pon. he efec odoube bonds on e sragness o e ydrocarbon

    can s muc greaer ese are cis- (H-aoms on e

    same sde o e carbon can) an ey are trans- (H-

    aoms on e oppose sde o e carbon can) as sown

    n Fgure 1704.

    C

    C

    C

    C

    C

    HH

    C

    CC

    C

    H

    C

    C

    C

    H

    trans-unsaturatedcis-unsaturated

    Figure 1704 Cis and trans forms

    As a resu cis-unsauraed os (e sor mos commony

    ound nauray) ave ower meng pons an e

    equvaen trans-unsauraed os.

    Lpds a are sods a room emperaure (suc as coconu

    a, buer and ard) end o ave sauraed ydrocarbon

    cans and orm more crysane sods wc are

    reavey ard. Os, wc are qud a room emperaure

    and gve ess crysane, soter sods wen soded, are

    unsauraed. Poy-unsauraed os (suc as sunlower o,

    corn o and s o) ave ower meng pons and orm

    soter sods an mono-unsauraed os (suc as ove o,

    canoa o and peanu o).

    As mg be expeced rom e underyng cemsry

    (unsauraed ydrocarbons are muc more reacve

    an sauraed ones) unsauraed os are ess sabe and

    ereore keep ess we an sauraed as. he major

    probem s reacon o e carbon-carbon doube bond

    w oxygen (auto-oxdaton), especay n e presence

    o g (photo-oxdaton), wc s wy e surace o

    margarne s oten dscooured. Unsauraed pds are asomore prone o ydrogenaon and ydroyss as we as

    enzyme-caaysed degradaon by mcrobes.

    Unsauraed os are oten ydrogenaed usng ydrogen

    a g pressure and a emperaure o abou 200oC n e

    presence o caayss suc as ncke, o produce producs

    a are more sauraed and n some cases uy sauraed,

    as sown n Fgure 1705.

    CC

    HH

    HH

    CC

    HH

    HH

    HH+ H H

    Figure 1705 Using a catalyst to increase saturation

    Ws s as some pracca advanages, suc as:

    e produc s a sem-sod or sod, raer an a

    qud, wc s more convenen or some cookng

    ecnques.

    e produc s more sabe because e rae o

    oxdaon s decreased.

    e exure (ardness and pascy) o e produc

    can e conroed.

    hs comes a a ea cos because mono- and poy-unsauraed as are eaer or e ear an sauraed

    as. Aso para ydrogenaon can ead o e ormaon

    o trans-as wc, as ey do no occur nauray, are

    dicu o meabose and ence ey accumuae n

    e ay ssues o e body. Trans-as aso cause an

    ncrease n e eves o LDL coesero, wc can ead o

    aerosceross (narrowng o e areres) and a resuan

    ncrease n e probaby o srokes and ear probems.

    F3 shelF lFe

    F.3.1 Explain the meaning of the term shelf life.

    F.3.2 Discuss the factors that affect the shelf life

    and quality of food. IBO 2007

    One probem w a oodsufs s a ey graduay

    degrade so a because o canges n lavour, sme, exure

    and appearance, or because o e grow o organsms,

    ey become undesrabe and/or un or consumpon.

    he eng o me a produc can be sored wou

    s occurrng s known as s shelf lfe and obvousymaxmsng se e s desrabe.

    hs degradaon can resu rom a number o dferen

    processes.

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    CHAPTER 17 (OPTION F)

    478

    C w c

    f cc w

    Loss o waer rom mos oods can resu n em becomng

    dry and cangng n exure. he ncreased exposure o

    ar o e sod ood can resu n an ncrease n e raeo oxdaon eadng o a decrease n nuren vaue,

    dscoouraon o e surace and rancdy. Conversey

    dry oods absorb waer vapour rom e ar ey become

    mos and more vunerabe o mcroba degradaon.

    Cc c

    Cemca canges occurrng wn e ood can resu

    n pH canges (e.g. becomng sour) or e deveopmen

    o oer undesrabe lavours. Cemca canges can aso

    resu n coour canges n e ood and a decrease n s

    nurona vaue. he presence o oxygen oten eads ooxdave degradaon o oodsufs.

    l

    Lg provdes energy or poocemca reacons o occur

    eadng o rancdy, e adng o e coour o oodsufs

    and e oxdaon o nurens, especay vamns.

    t

    As w a cemca canges, an ncrease n emperaure

    eads o an ncrease n e rae o degradaon o oods.

    Noe a waer s an mporan componen o ood.

    I deermnes s exure, sotness and ow jucy s

    dependng on ow e waer moecues are presen. hese

    can eer be cemcay bonded o carboydrae and

    proen poar groups amongs oers or be ree bu nked

    va ydrogen bondng o proen and poysaccardes. A

    cange n e orces o aracon a od carboydrae

    or proen cans n pace w nluence ow muc waer

    can od. hus a cange n pH or ncreased emperaure

    dsrups ese orces, cangng e amoun o waer canod and us afecng exure, sotness and ow jucy

    remans.

    F.3.3 Describe the rancidity of fats.

    F.3.4 Compare the processes of hydrolytic and

    oxidative rancidity in lipids.

    F.3.5 Describe ways to minimize the rate ofrancidity and prolong the shelf life of food.

    F.3.6 Describe the traditional methods used by

    different cultures to extend the shelf life of

    foods. IBO 2007

    One common orm o ood degradaon s rancdty n

    pds. Rancdy s e deveopmen o unpeasan smes

    n as and os, wc are oten accompaned by canges

    n er exure and appearance. here are wo dsnc

    ways n wc rancdy can deveop; hydrolytc rancdty

    and oxdatve rancdty. In e ormer, e eser bond sbroken down n e presence o pase, ea and mosure

    o yed ree ay acds. See Fgure 1706.

    RCR COCOC OO HOHH2O+ +

    oil/fat water glycerol free fatty acid

    Figure 1706 Rancidity in lipids

    he ree ay acds w 4-8 carbon aoms suc as buanoc

    acd, exanoc acd and ocanoc acd ave an unpeasan

    sme gvng a rancd sme and ase o mk and buer

    (wc s made rom mk) a ave been sored oo ong.

    Longer can acds are ess voae, so e sme s ess

    noceabe, bu e presence o e ree ay acds suc as

    pamc, searc and oec acds or aurc acd afecs e

    exure o gve a ay or soapy ee o e produc, as or

    exampe n od sampes o cocoae or cocoa buer. he

    rae o ydroyss s sgncany ncreased by e presence

    o enzymes, suc as pase, produced by mcro-organsms

    and deep ryng, can produce a ydroyc reacon beween

    e cookng o and mosure n e ood.

    A second way n wc rancdy occurs s oxdave

    rancdy (auo-oxdaon) wc nvoves e reacon o

    e carbon-carbon doube bond n unsauraed pds woxygen rom e ar. hs resus n compex ree radca

    reacons o produce a wde varey o producs, many o

    wc ave unpeasan odours or ases. he presence o

    g (wc can produce ree radcas eadng o poo-

    oxdaon), and o enzymes produced by, or exampe,

    mcro-organsms, acceeraes e rae a wc oxdave

    rancdy occurs. Obvousy s s muc ess o a probem

    w sauraed pds, bu n gy unsauraed pds, suc

    as s os, oxdave rancdy can be a major probem.

    option

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    Food Chemstry

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    HL F.7.1 Describe the steps in the free-radical chain

    mechanism occurring during oxidative

    rancidity. IBO 2007

    Auo-oxdaon s a ree radca process can reacon anvoves e reacon o oxygen moecues w e doube

    bonds o unsauraed pds. Lke oer ree radca can

    reacons ere are ree sages o e reacon:

    he na ormaon o ree radcas as a very g

    acvaon energy and usuay occurs by exposure o

    unsauraed pds o g (poo-oxdaon) wc causes

    omoyc sson o a carbon-ydrogen bond:

    R-H R + H

    Inaon may aso occur as a resu o e decomposon

    o ydroperoxdes, a produc o e reacon, caaysed by

    races o ranson mea ons.

    p

    Once ormed e ydrocarbon ree radcas reac rapdy

    w oxygen moecues o orm peroxde radcas, wc

    en absrac ydrogen rom oer subsrae moecues

    reormng e ydrocarbon radcas:

    R + O2 R-O-O

    R-O-O + H-R R-O-O-H + R

    hese propagaon reacons connue un a ermnaon

    reacon desroys e ree radcas. As ese nvove radcas

    encounerng eac oer ey are reavey rare and so

    one naon sep can produce very many ydroperoxde

    producs.

    ths nvoves e remova o ree radcas rom e

    sysem by reacons beween radcas. An nspecon o

    e propagaon seps above sows a ere are ree

    possbe combnaons:

    R + R R-R

    R-O-O + R R-O-O-R

    R-O-O + R-O-O [R-O-O-O-O-R] R-O-O-R + O2

    he ydroperoxdes ormed (R-O-O-H) n e propagaonsep are very reacve moecues and are graduay

    convered o adeydes and keones. hese, and e ong

    can ay acds a e adeydes are urer oxdsed o,

    ave unpeasan smes and ases and s ese a are

    responsbe or e spong o e ood.

    Increasng e me requred or e onse o rancdy

    s a major acor n ncreasng e se e o producs

    conanng g proporons o os and as. here are

    number o ways n wc rancdy can be conroed:

    pckUsng opaque packagng and cooured gass boes w

    reduce g nduced oxdave rancdy. Gas mpermeabe

    wrappng m w reduce e exposure o e produc o

    oxygen and waer vapour n e ar and e ree space n

    e conaner soud be kep o a mnmum o reduce e

    amouns o ese presen. Even beer s vacuum packagng

    or ng e package w an ner gas. A good exampe s

    poao crsps wc are usuay packed n ck o packes

    ed w nrogen.

    s

    Rergeraon w reduce e rae o mos reacons a

    produce rancdy and sorng a and o rc oods n

    e dark w reduce e rae o poo-oxdaon, wc s

    ess afeced by emperaure. Dary producs or exampe

    are amos aways sored a ow emperaures. Reducng

    e waer eve, by drying or smoking, and en sorng

    away rom mosure reduces ydroyc rancdy and

    dscourages e grow o mcro-organsms.

    avhere are many subsances a can be added o oodsufs

    o reduce e occurrence o rancdy. Some processng,

    or exampe saltng (as n preparng bacon) and avng a

    g sugar conen (as n preserves), reduces e amoun

    o waer n e oodsuf by osmoss. hs reduces e rae

    o ydroyc rancdy as we as makng e envronmen

    ess suabe or e grow o mcro-organsms. Oer

    subsances, suc as suur doxde and sodum sues used

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    CHAPTER 17 (OPTION F)

    480

    w ru producs, aong w sodum and poassum

    nres and nraes used n curng meas, are reducng

    agens and preven e oxdave reacons a or exampe

    ead o e brownng o many subsances wen sored oo

    ong.

    acb

    Many meods o deayng e onse o rancdy depend

    on prevenng e grow o mcro-organsms n e

    oodsuf. Tradonay n pcklng e use o vnegar

    creaes an envronmen a s oo acdc or mcro-

    organsms. Many oer organc acds and er sas

    (ndcang a s s no purey a pH efec) are added

    o dscourage e grow o mouds and bacera n oods.

    Specc exampes ncude e addon o benzoc acd

    and sodum benzoae o ru juces as we as propanoc

    acd, aong w s sodum and cacum sas, o bread and

    ceese. Fermentaton aso produces eano wc msbacera grow, so wne keeps muc beer an res

    ru juce and dsed sprs, w an even ger acoo

    concenraon, as onger s.

    Que a ew o e meods menoned above, parcuary

    ose n bold, ave been radonay used by cuures

    wordwde or many cenures o preserve oodsufs.

    F.3.7 Define the term antioxidant.

    F.3.8 List examples of common naturally

    occurring antioxidants and their sources.

    F.3.9 Compare the structural features of the

    major synthetic antioxidants in food.

    F.3.10 Discuss the advantages and disadvantages

    associated with natural and synthetic

    antioxidants.

    F.3.11 List some antioxidants found in the

    traditional foods of different cultures that

    may have health benefits. IBO 2007

    An antoxdant s a subsance a can be added o ood

    o ncrease s se e by deayng e onse o oxdave

    degradaon. Many o e anoxdans work by reacng

    w oxygen conanng ree radcas, so prevenng ese

    speces degradng ood by, or exampe, oxdave rancdy.

    here are many nauray occurrng anoxdans presen

    n oods, common exampes beng:

    Vamn C (ascorbc acd) - ound n crus rus

    and mos green vegeabes.

    Vamn E (a ocopero) - ound n nus, seeds,

    soya beans, woe grans, and some vegeabe os

    ke canoa o.

    -caroene - ound n vegeabes suc as carros

    and brocco as we as rus suc as omaoes and

    peaces.

    Seenum an mporan race eemen ound n

    s, ses, mea, eggs and grans.

    Increasngy, synec anoxdans are beng added o

    oodsufs o ncrease er se e. Some o e mos

    common are BHA (2- and 3-er-buy-4-ydroxyansoe),

    BHT (3,5-d-er-buy-4-ydroxyouene), PG (propy

    gaae), THBP (2,4,5-rydroxybuyropenone) and

    TBHQ (erbuyydroqunone). Amos a ave penocype srucures, a s ey ave a ydroxy group aaced

    o a benzene rng, a srucura eaure a s no ound

    n nauray occurrng anoxdans. he use o synec

    anoxdans s no wou conroversy as ere are many

    wo ee a ey can ave armu sde efecs, bu ere

    s no cear evdence on e ssue. Sudes ave owever

    sown a nauray occurrng anoxdans, suc as

    vamn C, vamn E and -caroene reduce e rsk o

    cancer and ear dsease by reacng w ree radcas.

    here are aso oer ea benes o ese as vamn

    C s va or e producon o ormones and coagen,

    ws -caroene can ac as a precursor or vamn A.

    Even oug synec anoxdans are more efecve

    an e naura ones. ey requre srcy enorced codes

    or er sae use n oods. hese may be dicu o poce,

    especay n deveopng counres and many ee a er

    saey as ye o be sasacory proven.

    ha beng sad many subsances radonay used n

    dferen cuures as promong good ea are rc

    n naura anoxdans. Common exampes o suc

    oods ncude green ea, urmerc, oregano, bueberres,

    cranberres and dark cocoae. Many cams are made or

    ese suc as e owerng eves o LDL coesero, bood

    sugar eves and g bood pressure as we as prevenngcancerous ce deveopmen. In many cases ese cams

    ave no been subjeced o e srngen ess o modern

    scence.option

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    F.8.1 Explain the differences between the three

    main types of antioxidants. IBO 2007

    he anoxdans added o oods may nerere w e

    auo-oxdaon process n a number o ways:

    FreeradCalquenChers

    hese are speces (represened as H-A n e equaon

    beow) a reac w e ree radcas presen and produce

    ess reacve ree radcas (A n e mecansm beow):

    R-O-O + H-A R-O-O-H + A

    here are aso many nauray occurrng anoxdans,

    suc as ocopero (vamn E) a can be used as ree

    radca quencers and many peope preer ese osynec anoxdans suc as BHA (2- and 3-er-buy-

    4-ydroxyansoe), TBHQ (erbuyydroqunone) and

    BHT (3,5-d-er-buy-4-ydroxyouene).

    Chelatngagents

    Free radcas may be ormed by e reacon o ranson

    mea ons w e ydroperoxdes nay produced by

    e auo-oxdaon reacon, or exampe:

    R-O-O-H + Fe2+ R-O + OH + Fe3+

    Chelatng reagents orm very sabe compex ons w

    ranson meas and ence reduce e occurrence o

    ese reacons. Many pans suc as rosemary, ea and

    musard, conan naura ceang agens. Sas o EDTA

    (eyenedamneeraacec acd) are somemes added as

    arca ceang agens.

    reduCngagents

    Reducng agents (eecron donors) can reac w bo

    oxygen n e ood and w e ydroperoxdes nayproduced by auo-oxdaon. Exampes o nauray

    occurrng reducng agens ncude ascorbc acd (vamn

    C) and caroenods. Arca preservaves a are

    reducng agens, suc as suur doxde, sues and

    nres, may ac n a smar manner.

    F4 Colour

    F.4.1 Distinguish between a dye and a pigment.

    F.4.2 Explain the occurrence of colour innaturally occurring pigments.

    IBO 2007

    Many oods ave dsncve coours and we oten use e

    appearance o e ood o judge s quay and resness.

    he coourng maeras nauray presen n oods are

    reerred o as pgments, bu dyes (.e. cooured compounds,

    eer synec or rom a dferen naura source) are

    oten added o enance e appearance o processed

    producs. hese dyes, wc are usuay waer soube,

    ave o be orougy esed o prove a ey are sae

    or uman consumpon. Bo groups o compounds owe

    er coour o e ac a ey absorb ceran requenceso vsbe g, ws relecng oers wc are abe o

    smuae e rena n e eye. For exampe green spnac

    ooks green because absorbs red g and bue g, bu

    does not absorb (and ence relecs) green g.

    Note that the structures of the pigments shown overleaf all

    involve extensive delocalised-bonds (HL material).

    F.4.3 Describe the range of colours and sources

    of the naturally occurring pigments

    anthocyanins, carotenoids, chlorophyll and

    heme.

    F.4.4 Describe the factors that affect the colour

    stability of anthocyanins, carotenoids,

    chlorophyll and heme.

    F.10.1 Compare the similarities and differences

    in the structures of the natural pigments:

    anthocyanins, carotenoids, chlorophyll and

    heme. IBO 2007

    here are varous groups o compounds a are ound asnaura pgmens n oods. Some o e mos common o

    ese are sed beow aong w e way a cookng,

    wc, as we as subjecng em o ea, may nvove

    canges o pH and an acceeraon o oxdave reacons

    wc can mody er coour:

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    anthoCyanns

    hese are e mos commony ound pgmens. hey

    are responsbe or red, pnk, purpe and bue coours

    ound n berres as we as e coour o beeroo and red

    cabbage. Anthocyanns aso cause e coour o manylowers. Some ypca anocyanns are sown beow;

    w be noed a ey a ave very smar 3-rng C6C

    3C

    6

    srucures w conjugaed doube bonds, bu ey vary

    n e number and poson o e ydroxy groups and

    akoxy sde cans. Anocyanns are oten ound bonded

    o sugar sde cans wc aso mody er precse coour.

    Reer o Fgure 1707.

    OH

    O

    +

    HO

    OH

    OH

    Pelargonidin

    OH

    O+

    HO

    OH

    OH

    Cyanidin

    OH

    OH

    O+

    HO

    OH

    OH

    Delphinidin

    OH

    OH

    Figure 1707 The structure of some anthocyanins

    he srucure o anocyanns s very dependen on pH,

    no ony because o acd base efecs, bu aso because o

    e efec o pH on e ease o ydraon reacons. As

    a resu e coour o oods cooured by anocyannscan vary sgncany durng e cookng process,

    especay wen mxed w acdc or akane ngredens.

    Anocyanns orm compex ons w mea ons suc as

    Fe3+ and A3+, ence proonged conac w ese meas,

    rom wc saucepans are oten made, may aso conrbue

    o canges n coour durng e cookng process. A

    g emperaures, ke many organc compounds,

    anocyanns decompose and s may ead o brownng

    n some cookng processes.

    here are our cosey reaed srucura orms o

    anocyanns wc are oten n equbrum, e exac

    poson dependng on acors suc as pH and emperaure,

    wc aows ese compounds o be used as acd-base

    ndcaors. he mos brgy cooured orms (A and B

    beow) owever are sabe a ow emperaure and, or A,

    a ow pH. he srucures o ese orms and e equbrankng em are usraed beow, w e canges n

    srucure gged:

    he absorpon specra o e anocyanns ereore vary

    w pH, causng e coour canges dscussed above. A

    ow pH e lavyum caon (AH+) predomnaes and e

    mxure s red, a neura pH vaues ere s a suicen

    concenraon o ydroxde ons or s o ydroyse and

    e souon becomes amos coouress as s convered

    o e carbno pseudobase (B) and cacone (C). A even

    greaer pHs e lavyum caon (AH+) n equbrum

    w s s convered o e qunoda base (A) so a e

    equbra are sted o yed s produc and e souonurns bue. hs s usraed n e Fgures 1708 and

    1709.

    R2

    R1

    O

    OROR

    OH

    OR2

    R1

    O+

    OROR

    OH

    HO+H+

    +H

    R2

    R1

    O

    OROR

    OH

    HOHO

    R2

    R1

    O

    OROR

    OH

    HO OH

    +OH

    +OH

    Quinoidal base (A) Flavylium cation (AH+)

    Carbinol pseudobase (B) Chalcone (C)

    Figure 1708 Colour changes in anthocyanins

    Absorption

    Wavelength / nm700600500400300

    pH = 7

    pH = 13

    pH = 1

    Figure 1709 Absorption of anthocyanins at various pH

    levels

    Flavanones, o wc quercen (sown beow) ound as

    e coourng maera n red grapes and many berres s

    a ypca exampe, are cosey reaed o anocyanns. See

    Fgure 1710.

    option

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    O

    OH

    OH

    O

    HO

    OH

    OH

    Figure 1710 Quercetin

    Carotenods hese are wdey ound n a vng ngs,

    especay n agae. hey are responsbe or yeow, orange

    and red coours and, as we as beng responsbe or

    e coour o carros, ey cause e coour n bananas,

    omaoes and safron. Because er ow eves n grass are

    concenraed n mk as ey aso gve buer s coour.

    Caroenods aso ave nurona vaue because ey can

    be convered no vamn A, as we as beng efecve

    anoxdans. he srucures o some ypca caroenodsare usraed beow. he essena eaure o caroenods s

    e ong ydrocarbon can, wc may aso ave mey

    groups aaced. In some cases ere may be rng srucures

    a e ends o e can, n oer cases no. Smary some

    careenods ave ydroxy groups near e end o e can

    or on e rng, wereas oers, somemes caed carotenes

    (see Fgures 1711, 1712), ave a ydrocarbon srucure.

    Vamn A, as can be seen rom Fgure 1713, s very cosey

    reaed o e caroenes wc ac as precursors or .

    HO

    OH

    Figure 1711 Xanthophyll a typical carotenoid

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    Figure 1712 Beta-carotene

    CH3

    CH3 CH3CH

    3

    CH3

    OH

    Figure 1713 Vitamin A

    Caroenods are sabe under mos condons used or

    processng oods so e oss o coour occurs, oug

    eang can cause some dscoouraon and e trans-

    coordnaon around doube bonds o cange o cis-

    coordnaon. he presence o e poyunsauraed

    ydrocarbon can means a, ke poy unsauraed os

    caroenods are subjec o oxdave degradaon. As coud

    be expeced, s s acceeraed by g, wc can produce

    ydroperoxde ree radcas and wc s caaysed by e

    presence o ranson mea ons. hs oxdaon as we ascausng dscooraon aso means a e caroenods can

    no onger be convered o vamn A.

    Astaxanthn s a red pgmen cosey reaed o caroenods

    (compare e srucures). Wen s ound nauray s

    usuay bonded o proens, wc mody e requences

    o g absorbs so a gves e bue and green coours

    ound n ve obsers and crabs. Hg emperaures dsrup

    e bondng o e proen, ence e sarng cange n

    coour wen ese anmas are cooked. Lke caroenods

    acs as an anoxdan, ence e ea benes ascrbed

    o eang e ses o srmps and prawns. hs pgmen s

    aso responsbe or e pnk coour o samon mea.

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    CH3

    O

    O

    HO

    OH

    Figure 1714 Astaxanthin

    Chlorophyll

    hs s e green cooured pgmen responsbe or

    caaysng e poosynec process n green pans and

    ence s wdey ound n green vegeabes. In e srucure

    (See Fgure 1415), wc s acuay a o coropy

    a, noe e presence o magnesum a e cenre o e

    rng. here are acuay wo very cosey reaed orms o

    coropy, coropy a and coropy b, wc dfer

    ony n weer a sde can s a mey group (a) or an

    adeyde group (b).

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    N

    NN

    N NMg

    O

    O

    OO

    O O

    In chlorophyll b this sidechain is an aldehyde group

    Figure 1715 Chlorophyll a and b

    Durng cookng pan ces break down and s reeases

    acds, decreasng e pH o e souon. Ws sabe n

    neura and akane souon, n acdc souon ydrogen

    ons dspace e magnesum on rom e rng no

    souon, resung n a coour cange o ove-brown.

    hese canges aso make e pgmen ess sabe o g

    and photodegradaton can occur.

    heme

    hs s e red pgmen ound n e red bood ces o

    ger anmas. Is srucure s sown n Fgure 1716. Noe

    e smary o srucure o a o coropy, bu n s

    case ron(II), raer an magnesum s ound a e cenre

    o e rng. he essena eaures o bo coropy and

    eme are e panar rng sysems n wc e mea on s

    bonded o our nrogen aoms, wc ac as lgands. hs

    s reerred o as a porphyrn rng.

    NN

    N N

    CO2H

    CH3

    CH3CH3

    CH3

    CO2H

    Fe

    Figure 1716 The Heme group

    In musces, eme s ound assocaed w myoglobn, a

    proen moecue, and s as a purps-red coour. I

    bnds easy o oxygen moecues, ence s roe n oxygen

    ransporaon, and s resus n a coour cange o

    brg red. A muc sower reacon w oxygen, caed

    auto-oxdaton, resus n e oxdaon o e ron romron(II) o ron(III), ormng metmyoglobnand e coour

    canges o a browns red coour, wc s consdered ess

    desrabe. hese canges are summarsed n e dagram

    beow:

    -O2

    [Ox]

    O2-Fe2+-Mb Fe2+-Mb Fe3+-Mb

    +O2

    [Red]

    Brg red Purpe-red Brown-red

    he coour o e mea can be preserved by sorng n

    an oxygen ree envronmen, by vacuum packng , or

    packng n an ner gas (suc as CO2), usng poymers

    w ow gas permeaby.

    F.10.2 Explain why anthocyanins, carotenoids,

    chlorophyll and heme form coloured

    compounds while many other organic

    molecules are colourless.

    F.10.3 Deduce whether anthocyanins and

    carotenoids are water- or fat-soluble from

    their structures. IBO 2007

    I s neresng o enqure wy a o ese compounds

    absorb g n e vsbe regon o e specrum and

    ence appear cooured. he answer o s s a ey

    a ave exensve sysems o deocased -bondng. he

    greaer e exen o deocasaon, e coser ogeer n

    energy e bondng and anbondng -orbas become.

    Hence e regon n wc poons can exce an eecron

    rom one o e oer sts rom e uravoe regon

    option

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    (as n benzene) no e vsbe regon. In e srucures

    drawn e exensve sysem o deocasaon s ndcaed

    by aernae snge and doube bonds (conjugaed doube

    bonds). In anocyanns s can be seen o exend over

    a ree rngs and cosey reaed moecues n wc s

    does no occur (suc as carbnol, see beow, n wc

    s dsruped by e sp3

    ybrdsed carbon ndcaed). SeeFgure 1717.

    R2

    R1

    O

    OH

    OH

    OH

    HO

    HO

    sp3 hybridised

    carbon breaks the

    delocalised -system

    Figure 1717 Carbinol

    In caroenods, even oug e rngs emseves are no

    uy deocased, e deocased sysem spreads rom e

    secons o e rngs coses o e can and aong e

    enre ydrocarbon can. In coropy and eme e

    deocased sysem s essenay e rng a surrounds

    e cenra mea on, oug does exend sgy no

    some o e sde cans. he coour o e ood depends

    on e releced raer an e absorbed g, ence

    coropy, wc absorbs red and bue g, appears

    green because g o s waveeng s releced raer

    an absorbed.

    I can be seen a anocyanns ave many ydroxy

    groups aaced o er rng srucure. hese can ydrogen

    bond o waer moecues and as a resu anocyanns end

    o be waer soube. In conras caroenods ave a ong

    ydropobc ydrocarbon can and e ydroxy groups

    on e rngs are no suicen o coner waer souby, so

    caroenods are soube n os and as.

    F.4.5 Discuss the safety issues associated with

    the use of synthetic colourants in food. IBO 2007

    Many synec dyes are que bocemcay acve and

    ence pose ea reas. I s obvousy mporan a

    suc maeras are no used o coour oodsufs, ence

    n mos counres e dyes a can be used n oods are

    reguaed and ere are auores responsbe or esng

    and censng ood addves. Unorunaey ere are no

    nernaona sandards on s and coourng maeras

    permed n one counry may be banned n anoer, posng

    dicues or nernaona rade. Synec dyes, suc as

    maace green and sudan red, are somemes ound n

    mpored oodsufs even oug ey are no permed

    n many counres. Anoer probem s a ws sor

    erm, acue oxcy s easy o es or, cronc efecs are

    ess easy o prove, especay w subsances a may be

    suspeced o avng ong erm carcnogenc efecs.

    F.4.6 Compare the two processes of non-

    enzymatic browning (Maillard reaction) and

    caramelization that cause the browning of

    food. IBO 2007

    Cookng oods oten causes em o urn brown and s

    coour cange s oten used as an ndcaon o weer

    ey ave been suiceny cooked. here are wo dsnc

    processes a ead o s coour cange. he rs process

    s known as e Mallard reactons (ater e Frenccems Lous-Came Maard). hese are responsbe

    or e sme and coour cange o many common cookng

    processes, suc as grng mea, oasng bread, mang

    barey and makng udge (Maard reacons are aso used

    n some se-annng reamens.). In ese condensaon

    reacons e adeyde group n reducng sugars (suc as

    gucose and acose) reacs w e ree amno group o an

    amno acd, or amno groups on e sde cans o pepdes

    and proens. Because ere s suc a varey o possbe

    reacans, many Maard reacons are known and over

    a ousand dferen producs ave been dened. he

    poymerc ones are oten brown and ence responsbe or

    e coour cange, ws e ower moar mass producs

    are oug o be responsbe or many o e aromas o

    cookng and resung canges n lavour. he equaon or

    e rs sage o ese reacons can be wren as:

    HO-CH2-[CH(OH)]

    4-CH=O + H

    2N-CHQ-COOH

    HO-CH2-[CH(OH)]

    4-CH=N-CHQ-COOH + H

    2O

    Reducng sugar + Amno acd

    Ina condensaon produc

    he na producs en poymerse o orm brown

    pgmens (known as meanodns). Maard reaconsusuay ony occur a emperaures over abou 140oC,

    oug er rae vares sgncany, especay w e

    naure o e amno acd nvoved. Cysene s one o

    e eas reacve, wereas ysne s muc more reacve,

    so oods a conan a o o s (suc as mk) brown

    ready (as or exampe n e ormaon o udge).

    he second process s reerred o as caramelsaton. hs

    occurs wen oods w a g carboydrae concenraon,

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    especay sugars, are eaed and sar o deydrae. Inay

    s process eads o poymersaon and produces a wde

    varey o producs responsbe or e appearance o e

    brown coouraon. I connued s evenuay eads o

    e producon o carbon and e burnng o e ood:

    Cn(H2O)n n C + n H2O

    he rae o caramesaon vares w e sugar nvoved,

    w rucose, ound n rus, beng e mos easy

    caramesed. Exremes o pH, bo g and ow, aso

    promoe caramesaon. Because e Maard reacon

    requres proens or amno acds, e brownng o oods

    a do no conan ese, suc as makng ofee rom

    sugar, or e crsp sugar oppng ocrme brule, resus

    rom caramesaon. In pracce owever e brownng o

    ood on cookng usuay nvoves bo processes.

    F5 genetCallymodFedFoods

    F.5.1 Define a genetically modified (GM) food.

    F.5.2 Discuss the benefits and concerns of using

    GM foods. IBO 2007

    Modern boogca ecnques mean a s possbe o

    arcay mody e DNA sequence o mcro-organsms,

    pans and anmas. Usng organsms moded n s

    way, s possbe o produce oods a are dferen rom

    ose a occur nauray. Foods produced rom ese

    organsms are coecvey known as genecay moded

    (or GM) oods. here are a number o possbe advanages

    o GM oods, some o wc are sed beow.

    p c

    he yeds rom many pans and anmas are reduced bypess and dseases. Genetc modicaton can ncrease

    er ressance o ese, reducng e need o rea w

    erbcdes, pescdes, vaccnes ec., a o wc add o

    producon coss and may eave poenay oxc resdues

    n e ood. Exampes are e producon o poaoes

    a are ressan o unga dseases and bananas a are

    ressan o aack by nemaodes.

    v

    Many crops are geograpcay med because o e

    condons requred or er grow. Genec modcaon

    can enabe e producon o varees a can grow n

    a wder range o cmac condons as we as produce

    greaer yeds and maure n a sorer me. Exampesare e deveopmen o ger yedng rce varees and

    maze a can grow n areas o ower rana.

    pc f c

    v c

    Genec modcaon can be used o enabe pans and

    anmas o produce producs a ey woud no normay

    produce, suc as boogcay acve moecues a can be

    used as medcnes. Exampes are GM ens a ay eggs

    conanng uman nereron and cows a produce mkrc n nuronay desrabe omega-3 ay acds.

    here are owever many peope and organsaons a

    are very concerned abou e proeraon o genecay

    moded organsms and ood produced rom em. he

    man reasons or s concern are:

    a gm f f?

    Some peope wo ave no probems w naura oods w

    deveop aergc reacons o GM varees. he composon

    o GM oods may be dferen rom e equvaen naura

    oods and ence suby aer e baance o our des.

    W c f gm f

    c?

    Even oug genecay moded pans are curreny

    med o ceran arms, ere s e rsk a poen rom

    em w escape no e wd popuaon w unoreseen

    consequences.

    d w b

    c ic?

    Genec modcaon s a reavey recen ecnque. Do

    scenss undersand enoug abou e process, or coud

    we be amperng w ngs a coud ave a caasropc

    efec we curreny canno predc?

    option

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    F6 texture

    F.6.1 Describe a dispersed system in food.

    F.6.2 Distinguish between the following types ofdispersed systems: suspensions, emulsions

    and foams in food.

    F.6.3 Describe the action of emulsifiers. IBO 2007

    he exure o ood depends on s pysca properes, suc

    as s ardness and s eascy. hese are amos aways

    afeced by cookng, suc as mea and vegeabes becomng

    soter as er ce srucure breaks on eang or bscus

    becomng crsp as waer s os. Conrass n exure, suc

    as a crsp crus on sot bread, are very aracve o e

    paae. A creamy exure s someng a s oten sougn oods and oten s comes rom a dsperse system,

    .e. a sabsed, macroscopcay omogenous mxure o

    wo mmscbe pases. here are many ypes o dsperse

    sysems and er namng depends on e pysca saes o

    e componens, ose mos mporan n ood cemsry

    a conan a qud as one componen:

    lqudsold

    In ac ere are wo ypes o dsperse qud-sod sysems

    a do no separae; a suspenson or sol comprses sod

    parces suspended n a qud, wereas as a gel as qudparces suspended n a sod medum. An exampe o a

    so woud be bood n wc e sod red and we ces

    reman suspended n e pasma, or e ne precpae o

    suur a orms wen very due acd s added o aqueous

    sodum osuae. A ru jey, n wc waer s rapped

    n a proen marx woud be an exampe o a ge.

    lqudlqud

    A sabe bend o wo mmscbe quds s known as

    an emulson. Mayonnase, wc s a suspenson o o

    dropes n an aqueous sysem woud be a good exampe.

    lqudgas

    Agan ere are wo ypes o sabe dsperse qud-gas

    sysems. Foams are comprsed o gas bubbes rapped n

    a qud medum. Wpped cream or egg wes, woud

    provde a good exampe. Aerosols, wc comprse qud

    dropes suspended n a gas, may we be responsbe or

    many o e smes o ood and cookng.

    A queson a arses w dsperse sysems s wy eydo no separae. In ac oten ey do, bu ony very

    sowy. Gravy, couped w e dferng denses o

    e componens w oten cause a dsperse sysem o

    sowy see ou. Some dsperse sysems, reerred o as

    collods, do no owever separae. Oten s s because

    e suspended parces are eecrcay carged and ence

    repe eac oer. In ood preparaon subsances, known as

    emulsiers, are requeny used o promoe mxng o e

    wo pases, and sabsers are oten added o sow down

    TOK What conflict of concepts and values

    are raised by GM foods?

    I you ave suded Opon D you may remember e

    TOK Box on scenc responsby and you suded

    Opon E I sad a e abou reasonabe doub and e

    mparay o scenc opnon. hese wo concepssor o come ogeer n e dea o accepabe rsk

    wc s wa probaby governs e GM ood debae.

    I don nk any scens manans a s oay

    rsk ree, nor does any envronmenas deny a

    ere are uge poena advanages. he debae woud

    seem o be over weer one juses e oer. Facs,

    even wen agreed on by bo sdes o e debae (n

    se a rary), can somemes be manpuaed by

    sascs o back bo causes, bu s rare o see a

    debae on s ssue a cenres around e dferng

    nerpreaons o agreed acs, or even e reasons

    wy one sde nds unaccepabe a parcuar body o

    evdence quoed by e oer sde.

    Our scenc name s Homo sapiens, bu maybe

    Homo emotionalis mg be more approprae? Do we

    use ogc or e mporan decsons n e wc

    unversy o go o, wo o ge marred o, wa knd

    o pzza o order? he answer s a resoundng No.

    We mg use ogc o narrow ngs down a e b

    (e.g. w e weaer, ood and rends) bu wen

    comes down o our na ca s a gu reacon, an

    emoona one. Knowng a, bo sdes ave red o

    move e dscusson o an emoona eve, oug s

    as been aceved w specacuary more success by

    e envronmenas obby. Do a search with Google

    to see what I mean.

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    er separaon. Emusers are moecues a can bond

    o bo pases so ey are ound a e surace beween e

    pases and ence are known as surfactants. hs s very

    smar o e acon o soap as sown n Fgure 1718.

    This part of the molecule bonds tothe phase surrounding the globule

    This part of the molecule bonds tothe phase inside the globule

    Figure 1718 The action of soap

    In ood preparaon one o e mos commony used

    emusers s ecn, a pospopd wc occurs

    nauray n egg yoks. As can be seen rom s srucure

    beow, ecn as many carge cenres and oxygen aoms

    a one end o e moecue wc bond srongy o waer(ydropc). I aso as wo ydrocarbon cans wc

    w end o break e ydrogen bonds n waer, bu be

    unabe o orm any bonds o er own o repace ese.

    As a resu ese pars o e moecue w avod waer

    (ydropobc) and bond o e non-aqueous pase. See

    Fgure 1719.

    PO

    O

    O

    O

    O

    N+O

    O

    O

    Hydrophilic

    Hydrophobic

    Figure 1719 Lecithin is an emulsifier

    In mayonnase, made by beang o and vnegar w egg

    yoks, e ydropc end o ecn w bond o e

    vnegar and e ydropobc ydrocarbon as w bond

    o e o. Eac o drope w ereore be surrounded

    by a ayer o ecn moecues. Noe a s mporan

    o pyscay bea e mxure so a sma dropes o

    e suspended pase are ormed, maxmsng e surace

    area on wc e suracan can be adsorbed. Sabsersare oten aso added o sabse dsperse saes. Inorganc

    pospaes, suc as rsodum pospae, are efecve a

    sabsng emusons. Ces oten preer mea bows or

    beang egg wes and recen researc as sown a

    mnue races o e mea are n ac ncorporaed no

    e oam and sabse .

    F9 stereo-Chemstry nFood

    F.9.1 Explain the three different conventions

    used for naming the different enantiomeric

    forms. IBO 2007

    You may reca a a moecue conans a cra carbon

    aom (one a s bonded o our dferen groups) en

    wo dsnc spaa arrangemens o e moecue, caed

    enanomers, are possbe. hese enanomers are mrror

    mages o eac oer and ave denca pysca and

    cemca properes, excep a one o em w roae

    e pane o poarsaon o pane poarsed g n acockwse drecon, ws e oer w roae e pane

    o poarsaon o pane poarsed g n an ancockwse

    drecon. he cockwse roang enanomer s sad

    o be dextrorotatory, {+ or (d)}, and as a posve

    specc roaon vaue, ws e oer enanomer s

    sad o be laevorotatory, {- or (l)}, and as a negave

    specc roaon vaue. Weer s dexroroaory or

    aevoroaory does no owever gve any ndcaon as o

    e spaa arrangemen o e componens, er absoue

    conguraon. Unorunaey ere are wo separae

    sysems used o ndcae s.

    he rs sysem, known as e D,L sysem ( s mos

    unorunae a upper case D and L are used or s and

    ower case dand lor e oay unreaed dexroroaory

    and aevoroaory) s an oder convenon and used or

    sugars and amno acds. In s e absoue conguraon

    o e moecue s reaed o a o gyceradeyde, e

    absoue conguraon o wc was dened orgnay by

    guesswork. Forunaey a correc guess now conrmed by

    X-ray crysaograpy. See Fgure 1720.

    O=C-HH-C=O

    Mirror images

    *C

    HOOH

    CH2OHHHOCH2 H

    *C

    D - glyceraldehyde L - glyceraldehyde

    Figure 1720 D and L forms of glyceraldehyde

    he absoue conguraon o oer sugars abou eac cra

    cenre s en named by anaogy, a s, e moecue s

    option

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    vewed aong e can w e C=O poned away, e D-

    somer as e OH group on e rg. he sysem s aso

    apped o amno-acds, were a useu rue o umb s e

    CORN rule. he moecue s vewed w e C-H bond

    ponng away rom e observer (orunaey e same as

    n e R,S sysem beow). I e groups COOH, R, NH2

    (were R- s e sde can) are arranged cockwse arounde carbon aom en s e D-orm. I ancockwse,

    s e L-orm.

    Consder appyng s o e aanne (2-amnopropanoc

    acd) enanomer usraed n Fgure 1721.

    C

    COOH

    H

    C

    HOOC

    NH2

    NH2

    R (=CH3)

    Looking along the C-H bond

    with the H pointing away

    R (=CH3)

    Anti-clockwise

    Figure 1721 The CORN rule

    I can ereore be seen, appyng e CORN rue, a s

    s L-aanne (COOH -> R -> NH2

    ancockwse). In ac

    amos a nauray occurrng amno acds are e L-orm.

    hese are usuay aseess, wereas e synec D-amno

    acds ase swee. Conversey mos nauray occurrng sugars

    are e D-orm, wc ase swee. Oten e enanomer

    a does no occur nauray canno be meabosed by our

    bodes.

    he second sysem, e R,S system (or CIP system, ater

    Can, Ingod and Preog, wo rs proposed ) s used or

    mos oer groups o compounds. In s sysem ere are

    ree seps:

    1. he aoms bonded o e cra carbon are

    ranked n order o ncreasng aomc number

    (H

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    490

    O

    H

    O

    H

    (R) (S)

    Figure 1724 R and S forms of the molecule carvone

    he R-orm (wc s aevoroaory, as a sme and lavour

    o spearmn, ws e S-orm as a sme and lavour

    o caraway seeds. Smary e cosey reaed moecue

    monene as a +(d)-enanomer wc smes o oranges

    and a -(l)-enanomer a smes o emons.

    Somemes a naura lavour s a pure enanomer, because

    bosyness ends o be sereospecc, wereas e

    synec equvaen s oten a racemc mxure (a mxure

    o equa amouns o e enanomers) because s s

    muc easer o synesse. An exampe o s s apa-onone, one o e lavours presen n raspberres were

    e naura maera s e pure R- apa-onone. he

    oxcy o moecues can aso vary remendousy beween

    e dferen enanomers, as became ragcay apparen

    n e adomde dsaser.

    questons For opton F

    Noe a quesons nended or HL sudens ony are

    marked w an asersk [*].

    F1 Food Groups

    1. Dsngus beween a ood and a nuren. Is

    possbe o ave a ood a s no a nuren?

    Wa abou a nuren a s no a ood?

    2. Descrbe e common cemca srucure o os

    and as? Gven s common srucure, n wa

    way do os and as dfer and ow may s be

    expaned.

    3. Proens are comprsed o many 2-amno acd

    uns. Draw e srucura ormua o a ypca2-amno acd and sow ow amno acds jon

    ogeer o orm proens. Wa name s gven o

    e bond nkng e amno acd uns?

    4. Gucose as e cemca ormua C6H

    12O

    6.

    To wa group o cemca compounds does

    beong? Name a ood componen a comprses

    many gucose uns joned ogeer. Gve an

    exampe o a ood a s rc n s componen.

    5. For e oowng oods, deny rsy e major

    ood group a ey beong o and aso gve e

    major use a s made o s by e body.

    Ove o Four Honey

    Eggs Rce Cocoae

    6. he major ood groups are carboydraes,

    pds and proens. Expan wy s a oer

    subsances, suc as mneras, vamns and waer

    can be consdered as nurens.

    option

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    F2 Fats and oils

    7. Ove o s many mono-unsauraed, wereas

    sunlower o s many poy-unsauraed. Expan

    wa s mean by ese erms. How woud youexpec e meng pons o ese wo os o

    compare? Expan wy s s so.

    8. Mos nauray occurrng unsauraed os are e

    cis-somer, bu ydrogenaon o poy-unsauraed

    os can gve e trans-somer o unsauraed os.

    Expan ow cis- and trans- somers dfer and

    sae wa dferences you woud expec beween

    ese somers rsy w regard o meng pon

    and secondy w regard o nurona vaue.

    9. You are pannng o make a srawberry candy

    w a exure smar o cocoae by bendngogeer a pd base, sucrose, ood coourng and

    arca srawberry essence. Wa knd o pd

    woud you coose or s? Jusy your coce.

    10. Gong rom ard, roug ove o o canoa o o

    corn o e degree o unsauraon ncreases. How

    woud you expec e cemca saby o ese

    pds o vary? Expan s.

    11. Vegeabe os are requeny ydrogenaed.

    Gve e reagens and condons used or ese

    reacons. Gve wo advanages or e ood

    ndusry o dong s and wo ea concerns

    a e genera pubc mg ave abou e

    producs.

    F3 Shelf life

    12. Gve ree specc exampes o canges you mg

    noce n specc oods a woud ndcae a

    ey ad been n sorage beyond er se e.

    13. Many cuures ave radona ways o preservng

    oods. Some a are common across a number

    o cuures are ermenaon, pckng, sang and

    dryng. For eac o ese gve an exampe o a

    ood a s preserved n s way and expan e

    reason wy s meod o preservaon works.

    14. Wa s mean by e erm rancdy? Sae wc

    ood group becomes rancd and gve wo canges

    you coud make o e way n wc e ood s

    sored wc woud decrease s efec.

    15. Addng anoxdans can ncrease e se e o

    oods. Wa s mean by e erm anoxdan and

    wa ype o ood degradaon does comba?

    Name one synec and one nauray occurrng

    anoxdan used n oods.

    16. Rancdy can occur by wo dsnc processes. Descrbe

    a way n wc subsances become rancd a

    ) afecs a ypes o pds.

    ) afecs unsauraed pds muc more an

    sauraed ones.

    In e case o e aer wa oer condons are

    key o acceerae e reacon?

    17. I you were wanng o ncrease your consumpon

    o anoxdans, name wo oods a you woud be

    advsed o ea more o and or eac ood name e

    acve anoxdan presen n .

    18. In ood sorage oten:

    ) e mosure eve s kep very ow.

    ) e packagng excudes ar.

    ) e wrappng s opaque.

    v) e produc s sored a a ow emperaure.

    Expan ow eac o ese w ep o ncrease e

    se e o e produc.

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    31*. Anocyanns, caroenods and coropy a

    ave very dferen srucures. Wy s a a

    are cooured?

    32*. Wen beeroo s boed e waer becomes

    a brg purpe coour, bu wen carros are

    boed e coouraon o e waer s noced,bu carros are red, e o becomes orange

    cooured. Use your knowedge o e compounds

    responsbe or e coour o ese vegeabes o

    expan ese observaons.

    33*. I a moecue o -caroene was subjec o caayc

    ydrogenaon, woud you expec e produc o

    be cooured? Expan.

    F5 Genetically modified foods

    34. Brely descrbe e process by wc a pan or

    anma can be moded o produce a genecay

    moded (GM) ood.

    35. Gve ree separae ways n wc genec

    modcaon mg mprove e yed rom a ood

    crop.

    36. As we as mprovng e vaby o pans and

    anmas, genec modcaon can aso resu n

    nove subsances beng produced by organsms.

    Gve a specc exampe o suc a modcaon.

    37. Many peope are opposed o e nroducon o

    genecay moded pans and anmas. Expan

    wa er major concerns are.

    F6 Texture

    38. Wa pysca properes o a ood conrbue o

    s exure? Dsperse sysems oten dspay gy

    desrabe exures. Wa s mean by a dspersesysem?

    39. hree common dsperse sysems are suspensons,

    emusons and oams. Dsngus beween ese

    n erms o e saes o e componens.

    40. he producon o sabsed dsperse sysems

    oten depends on addves suc as emusers and

    sabsers. Expan e roe o ese wo groups o

    subsances and name a synec exampe o eac.

    41. Wa caracerscs do a emusers ave?

    Expan ow ese caracerscs aow an

    emuser o produce a sabe dsperse sysem

    rom wo mmscbe componens.

    42. As we as requrng an emusyng agen, e

    producon o an emuson aways nvoves

    vgorous beang o e componens. Expan wy

    s mecanca agaon s necessary.

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    CHAPTER 17 (OPTION F)

    F7 Stereochemistry in food

    43*. Wa s mean by an absoue conguraon?

    Pace e oowng subsuens n ncreasng

    order or e R-S sysem o ndcang absoueconguraons:

    -CO-CH3

    -CH2-CH

    3-F -C=CH

    2

    -OH -CO-OH

    44*. Is e compound sown e D or L enanomer o

    e amno acd eucne?

    C

    COOH

    H

    C4H

    9

    H2N

    45*. Draw e R-somer o 2-coropropanoc acd.

    46*. Is e compound usraed beow e R-somer or

    e S-somer o 2-meybu-3-ena?

    C

    CO-H

    H

    CH=CH2

    CH3

    47*. Draw e D-somer o e 4-carbon sugar

    eryruose (HO-CH2-CO-CH(OH)-CH

    2OH).

    48*. he specc roaon o nauray occurrng

    sucrose s +66.5. Is dexroroaory or

    aevoroaory? Wa woud be e specc

    roaon o s enanomer?

    49*. Expan ow may be possbe o e weer aood coourng conanng a cra cenre comes

    rom a naura or a synec source.

    50*. Gve a specc exampe o a compound or wc

    e wo enanomers ave dferen smes or

    ases.

    option