Category:BMAA

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Amino Acids


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Upper classes : BM Basic Metabolites

Contents

Class Overview

<p> An amino acid has a carbon connected by an amino group and a carboxyl group (called an alpha carbon). Proteins are constituted from 20 amino acids.

</p>
Straight Class
 BMAAS2 (1 pages) Straight length 2
Gly
BMAAS2.png
 BMAAS3 (19 pages) Straight length 3
Ser, Cys, Ala
BMAAS3.png
 BMAAS4 (16 pages) Straight length 4
Asp, Asn, Thr
BMAAS4.png
 BMAAS5 (16 pages) Straight length 5
Gln, Glu
BMAAS5.png
 BMAAS6 (6 pages) Straight length 6
Lys
BMAAS6.png
Branched Class
 BMAAB4 (2 pages) Branched length 4
Val, Met
BMAAB4.png
 BMAAB5 (3 pages) Branched length 5
Arg, Leu, Ile
BMAAB5.png
 BMAAB6 (0 pages) Branched length 6
BMAAB6.png
Cyclic Class (click here to visit another page)

Physicochemical Characters

Character of amino acids
ID Code Symbol Structure Character pI Required for human?
BMAAS3AK0003 Ala A -CH3 neutral 6.0
BMAAS3HO0002 Ser S -CH2OH neutral 5.7
BMAAS4HO0004 Thr T -CH(OH)CH3 neutral 5.6 yes
BMAAB4AK0001 Val V -CH(CH3)2 neutral, branched 6.0 yes
BMAAB5AK0003 Leu L -CH2CH(CH3)2 neutral, branched 6.0 yes
BMAAB5AK0002 Ile I -CH(CH3)CH2CH3 neutral, branched 6.0 yes
BMAAS4AL0001 Asp D -CH2COOH acidic 2.8
BMAAS5AL0002 Glu E -CH2CH2COOH acidic 3.2
BMAAS4AM0002 Asn N -CH2CONH2 acidic, amido 5.4
BMAAS5AM0002 Gln Q -CH2CH2CONH2 acidic, amido 5.7
BMAAS6AN0005 Lys K -(CH2)4NH3 basic 9.7 yes
BMAAS5AN0003 Arg R -(CH2)3NHC(=NH)NH2 basic 10.8
BMAAS3SF0003 Cys C -CH2SH neutral, S 5.1
BMAAS4SF0003 Met M -(CH2)2SCH3 neutral, S 5.7 yes
BMACBZ--0005 Phe F -CH2-Benz neutral, aromatic 5.5 yes
BMACBZHO0008 Tyr Y -CH2-Benz-OH neutral, aromatic 5.7
BMACID--0003 Trp W -CH2-Indole neutral, aromatic 5.9 yes
BMACIZ--0002 His H -CH2-Imidazole basic, atomatic 7.6 yes
BMACPL--0008 Pro P -NH-(CH2)3- neutral, cyclic, 2nd amine 6.2


D and L in Amino Acid

Definition

Except for glycine, an amino acid contains a chiral carbon, distinguished by D or L (R or S). In the Fischer projection, which places the carboxyl group upward and amino acid-specific side-chain downward, the amino group must comes either left or right, protruding from the paper plane. If the hydrogen is left and amino group is right, the amino acid is called D, after D-glyceraldehide. If the amino group is left, it is called L.

D-glyceraldehyde.gif D-serine.gif L-serine.gif

DL and RS do not coincide

In the Cahn-Ingold-Prelog (or RS) notation, 19 L-amino acids become S-form (when H is placed behind the paper plane, the amino group, carboxyl group and side chain are arranged anticlockwise). Only L-cysteine becomes R-form because S in its side chain makes the arrangement in the different order: amino group, side chain, and carboxyl group. For this reason, although its tetrahedal configuration is the same as the rest of amino acids, it is R-form. Likewise, cystine is R-form too.

Glycine has no chiral carbon

Glycine has two Hydrogen branches and therefore not chiral. The amino group of proline is included in the ring sturucture and therefore secondary amine.

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