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AMINO

ACIDS

biochemistry

name
glycine

amino acids with nonpolar side chains


abbreviation structure at physiological pH
gly

alanine

ala

valine

val

leucine

leu

isoleucine



ile

methionine

met

phenylalanine phe

tryptophan


trp

proline

pro

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AMINO ACIDS

biochemistry


name

abbre-
viation

serine

ser

threonine


thr

tyrosine

tyr

amino acids with polar side chains


structure at physiological pH
alternative structure

for side chain
(R = main chain)

ball-
park
side
chain

pKa

11

cysteine

cys

asparagine asn

glutamine

gln

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AMINO ACIDS

name

lysine

abbre-
viation

biochemistry

amino acids with positively charged side chains


structure at physiological pH alternative structure

for side chain
(R = main chain)

ball-
park
side
chain

pKa
11

lys


arginine

histidine his

arg





90%








10%

12.5

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AMINO ACIDS

biochemistry


name

amino acids with negatively charged side chains


structure at physiological pH alternative structure
for side chain

(R = main chain)

abbre-
viation

ball-
park
side
chain

pKa
4

aspartate
asp

also known as
aspartic acid

glutamate
glu

also known as
glutamic acid

ballpark pKas for main chain carboxy and amino groups


In a free amino acid, the main chain carboxy group has a pKa 2
In a free amino acid, the main chain amino group has a pKa 9
In a peptide chain, the terminal main chain carboxy group has a pKa 3
In a peptide chain, the terminal main chain amino group has a pKa 8



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