3.2 Amino Acids And Peptide Bonds
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Transcript of 3.2 Amino Acids And Peptide Bonds
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Amino Acidsand
DipeptidesCH2H
H
N C C
OH
O
H
CO OH
H
H
N C C
O
H
R1 H
N C C
OH
O
H
R2
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Polymer: large molecules consisting of large numbers of repeating units connected by covalent bonds
Monomer: a small molecule that may become chemically bonded to other monomers to form a polymer
amino acid = monomer
polypeptide = polymer
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H
H
N C C
OH
O
H
R
amino group carboxyl group
R group
General structure of an amino acid
(basic) (acidic)
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Different amino acids have different R groups
Their different properties depend on their R groups
Hydrophobic (‘Water-hating’) R groups
CH3H
H
N C C
OH
O
Halanine
CH2H
H
N C C
OH
O
Hphenylalanine (aromatic)
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Hydrophillic (‘Water-loving’) R groups
CH2H
H
N C C
OH
O
H
SH
cysteine
CH2H
H
N C C
OH
O
H
OH
serine
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CH2H
H
N C C
OH
O
H
CO NH2
asparagine (basic) aspartic acid (acidic)
CH2H
H
N C C
OH
O
H
CO OH
First isolated from asparagus juice!
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You do NOT need to know their names!
There are 20 amino acids naturally incorporated into proteins
AlanineArginineAsparagineAspartic acidCysteineGlutamic acidGlutamine
Glycine HistidineIsoleucineLeucineLysineMethioninePhenylalanine
ProlineSerine ThreonineTryptophanTyrosineValine
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Other amino acids do exist…
CH2H
H
N C C
OH
O
H
O
II
II
Thyroxine:used in the human body as a hormone to regulate metabolic rate
…but are not normally found in proteins
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Humans can synthesis some amino acids by altering other amino acids, however…
…some amino acids cannot be synthesised and are therefore needed in the diet.
These are the essential amino acids
ArginineHistidineIsoleucineLeucine
LysineMethioninePhenylalanine
ThreonineTryptophanValine
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Phenylketonuria or Maple Syrup Urine Disease
Patients lack the enzyme phenylalanine hydroxylase – needed to dispose of the amino acid phenylalanine properly
Penylalanine rapidly builds up in the blood stream
- it converted to unusual metabolites which give the patient’s urine a characteristic smell
- it also rapidly causes brain damage!
Treatment: A diet low in phelylalanine
No meat, fish, poultry, eggs, cheese, milk, beans, or peas
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Formation of a dipeptide: carboxyl group of one amino acid reacts with amino group of second amino acid
H2Owater
molecule formed
H
H
N C C
OH
O
H
R2H
H
N C C
OH
O
H
R1
H
H
N C C
O
H
R1 H
N C C
OH
O
H
R2
peptide linkage
a dipeptide
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H
H
N C C
OH
O
H
R1 H
H
N C C
OH
O
H
R2
H
H
N C C
O
H
R1 H
N C C
OH
O
H
R2
H2O
Formation of a dipeptide produces a molecule of water, therefore…
…this is a condensation reaction
2 amino acids dipeptide + water
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H
H
N C C
OH
O
H
R1 H
H
N C C
OH
O
H
R2
H
H
N C C
O
H
R1 H
N C C
OH
O
H
R2
H2O
Splitting a dipeptide to form two amino acids consumes one molecule of water, therefore…
…this is a hydrolysis reaction
dipeptide + water 2 amino acids
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Tripeptide: three amino acids linked together
Oligopeptide: a short chain of a few amino acids
Polypeptide: a chain of many amino acids
A protein may consist of one or more
polypeptide chains
Structure of haemoglobin – a protein consisting of four
polypeptides