Food F
-
Upload
andy-rei-kou -
Category
Documents
-
view
219 -
download
0
Transcript of Food F
-
8/2/2019 Food F
1/20
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
070729 chem chapt 17.indd 475 7/12/2007 1:32:4
-
8/2/2019 Food F
2/20
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
070729 chem chapt 17.indd 476 7/12/2007 1:32:4
-
8/2/2019 Food F
3/20
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.
070729 chem chapt 17.indd 477 7/12/2007 1:32:4
-
8/2/2019 Food F
4/20
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
070729 chem chapt 17.indd 478 7/12/2007 1:32:4
-
8/2/2019 Food F
5/20
Food Chemstry
479
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
070729 chem chapt 17.indd 479 7/12/2007 1:32:4
-
8/2/2019 Food F
6/20
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
070729 chem chapt 17.indd 480 7/12/2007 1:32:4
-
8/2/2019 Food F
7/20
Food Chemstry
481
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:
070729 chem chapt 17.indd 481 7/12/2007 1:32:4
-
8/2/2019 Food F
8/20
CHAPTER 17 (OPTION F)
482
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
070729 chem chapt 17.indd 482 7/12/2007 1:32:4
-
8/2/2019 Food F
9/20
Food Chemstry
483
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).
070729 chem chapt 17.indd 483 7/12/2007 1:32:4
-
8/2/2019 Food F
10/20
CHAPTER 17 (OPTION F)
484
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
070729 chem chapt 17.indd 484 7/12/2007 1:32:4
-
8/2/2019 Food F
11/20
Food Chemstry
485
(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,
070729 chem chapt 17.indd 485 7/12/2007 1:32:4
-
8/2/2019 Food F
12/20
CHAPTER 17 (OPTION F)
486
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
070729 chem chapt 17.indd 486 7/12/2007 1:32:
-
8/2/2019 Food F
13/20
Food Chemstry
487
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.
070729 chem chapt 17.indd 487 7/12/2007 1:32:
-
8/2/2019 Food F
14/20
CHAPTER 17 (OPTION F)
488
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
070729 chem chapt 17.indd 488 7/12/2007 1:32:
-
8/2/2019 Food F
15/20
Food Chemstry
489
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
-
8/2/2019 Food F
16/20
CHAPTER 17 (OPTION F)
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
070729 chem chapt 17.indd 490 7/12/2007 1:32:
-
8/2/2019 Food F
17/20
Food Chemstry
491
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.
070729 chem chapt 17.indd 491 7/12/2007 1:32:
-
8/2/2019 Food F
18/20
-
8/2/2019 Food F
19/20
Food Chemstry
493
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.
070729 chem chapt 17.indd 493 7/12/2007 1:32:
-
8/2/2019 Food F
20/20
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