Biology_Today_-_October_2016

(lily) #1

AMINO ACIDS


Amino acids are organic acids (with carboxylic group –COOH) having amino group (–NH 2 ) generally attached
to α-carbon or carbon next to the carboxylic group. Carboxylic group provides an acidic property to the amino
acid while amino group gives it a basic reaction. The α-carbon also bears a variable hydrocarbon or alkyl group
R and hydrogen.


Neutral amino acids
They have one amino group and
one carboxylic group (mono-amino
monocarboxylic) with noncyclic
hydrocarbon chain, e.g., glycine,
alanine, valine.

COOH
H 2 NHC
CH 3
Alanine

COOH
H 2 NHC
H
Glycine

Acidic amino acids

COOH
H 2 NHC
CH 2. COOH
Aspartic acid

COOH

COOH

H 2 NHC
(CH 2 ) 2

Glutamate

These amino acids have
an extra carboxylic group
(mono-amino dicarboxylic),
e.g., glutamate (glutamic
acid), asparate (aspartic
acid).

Aromatic amino acids
They posses cyclic structure with a straight side chain bearing carboxylic
and amino group, e.g., phenylalanine, tryptophan (actually heterocyclic)
or tyrosine (having OH group).

CH 2 CHNH 2 COOH
Phenylalanine

Basic Amino acids
They have an
additional amino
group without
forming amides
(diamino mono-
carboxylic), e.g.,
arginine, lysine.

COOH
H 2 N

H 2 C

H

NH 2

C
(CH 2 ) 3

Lysine

COOH
H 2 NHC
H 2 COH
Serine

Alcoholic amino acids
These are
having alcoholic
or hydroxyl
group,e.g.,
serine,
threonine.

Heterocyclic amino acids
They have
nitrogen
in the ring
structure,
e.g., histidine,
proline. Proline

CHCOOH

H 2 CCH 2
H 2 C

H

N

Sulphur containing
amino acids
The amino
acids posses
sulphur, e.g.,
cysteine,
methionine.

COOH
HCNH 2
CH 2 SH
Cysteine

Types of Amino Acids (Depending on Structure and Reaction)

Amino acids have ionisable nature of NH 2 and COOH groups. Hence, in solution of different pH, the structure of amino acid changes.


H 3 NHCH 3 NHCH 2 N CH

RRR
COOH COO– COO–
(Cation) Zwitter ion (Anion)

+ +H+ + –H+

Table: Differences between Essential and Non-essential Amino Acids
Essential Amino Acids Non-essential Amino Acids
(i) They are those amino acids which the human body cannot
synthesise from raw materials.

They are amino acids which can be synthesised by human
body from raw materials.
(ii) They are 7 in number. They are 13 in number.
(iii) Essential amino acids are obtained from dietary proteins. They need not be present in the diet.

Peptide Formation


Peptide bond, (–NHCO–) is the bond between two amino acids, formed by elimination of water.


Functions of Amino Acids


(i) They are building blocks of proteins and enzymes.


(ii) Amino acid glycine provides nitrogen and carbon atoms for the synthesis of protoporphyrin
and heme (=haem).


(iii) Tryptophan produces plant hormone indole 3-acetic acid or IAA and vitamin nicotinamide.


(iv) Amino acid tyrosine gives rise to two hormones (thyroxine and adrenaline) and skin pigment
melanin.


COOH
H 2 NHC
R

Fig.: A part of peptide showing
peptide bonds linking amino acids

H 3 C

CH 2 OH
Peptide
bond

Peptide
bond

H

H

H

H

H
H

O

C

O

C

C

C

N

N

C

O

C
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