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l-alanine

L-Alanine

Alanine (abbreviated as Ala or A ; encoded by the codons GCU, GCC, GCA, and GCG) is an ɑ-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated -+NH3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated –COO- form under biological conditions), and a side chain methyl group, classifying it as a nonpolar (at physiological pH), aliphatic amino acid. It is non-essential in humans, meaning the body can synthesize it.

The L-isomer (left-handed) of alanine is one of the 20 amino acids encoded by the human genetic code. L-Alanine is second only to leucine in rate of occurrence, accounting for 7.8% of the primary structure in a sample of 1,150 proteins. The right-handed form, D-Alanine occurs in bacterial cell walls and in some peptideantibiotics.

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Product Description


IUPAC name

Alanine
Other names

2-Aminopropanoic acid

CAS Number
338-69-2 (D-isomer)
56-41-7 (L-isomer)
302-72-7 (racemic)
ChEBI CHEBI:16977
ChEMBL ChEMBL66693
ChemSpider 64234 (D-isomer)
5735 (L-isomer)
582 (Racemic)
EC Number 206-126-4
IUPHAR/BPS
720
Jmol interactive 3D Image
Image
KEGG C01401
PubChem 5950
UNII 1FU7983T0U
InChI[show]
SMILES[show]

Chemical formula
C3H7NO2
Molar mass 89.09 g·mol−1
Appearance white powder
Density 1.424 g/cm3
Melting point 258 °C (496 °F; 531 K) (sublimes)
Solubility in water
167.2 g/L (25 °C)
Acidity (pKa) 2.35 (carboxyl), 9.69 (amino)[1]

Structure and
properties
Refractive index (n),
Dielectric constant (εr), etc.
Thermodynamic
data
Phase behaviour
solid–liquid–gas
Spectral data
UV, IR, NMR, MS