Alanine

Alanine

L-Alanine
Names
IUPAC name Alanine
Other names 2-Aminopropanoic acid
Identifiers
CAS Number	338-69-2 (D-isomer) Y 56-41-7 (L-isomer) Y 302-72-7 (racemic) Y
3D model (JSmol)	Interactive image Zwitterion: Interactive image Interactive image Zwitterion: Interactive image
ChEBI	CHEBI:16977 N
ChEMBL	ChEMBL66693 Y
ChemSpider	64234 (D-isomer) Y 5735 (L-isomer) Y 582 (Racemic) Y
ECHA InfoCard	100.000.249
EC Number	206-126-4
IUPHAR/BPS	720
KEGG	C01401 N
PubChem CID	5950
UNII	1FU7983T0U N
CompTox Dashboard (EPA)	DTXSID20873899
SMILES O=C(O)C(N)C Zwitterion: O=C([O-])C([NH3+])C O=C(O)[C@@H](N)C Zwitterion: O=C([O-])[C@@H]([NH3+])C
Properties
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)
log P	-0.68[1]
Acidity (pKa)	2.34 (carboxyl; H2O) 9.87 (amino; H2O)[2]
Magnetic susceptibility (χ)	-50.5·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Alanine (abbreviated as Ala or A)^[3] is an α-amino acid. It has the chemical formula CH₃CH(NH₂)COOH.

The L-isomer is one of the 20 amino acids encoded by the genetic code. Its codons are GCU, GCC, GCA, and GCG. It is classified as a non-polar amino acid.^[4]

L-Alanine accounts for 7.8% of the primary structure in a sample of 1,150 proteins.^[5][6] Leucine is the only amino acid which is more common.

D-Alanine occurs in bacterial cell walls and in some peptide antibiotics.

1. ↑ "L-alanine_msds".
2. ↑ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 5–88. ISBN 978-1498754286.
3. ↑ Nomenclature and symbolism for amino acids and peptides. IUPAC-IUB Recommendations 1983. Pure Appl. Chem. 56 (5), 1984: 595–624.
4. ↑ Non-polar: electrons shared so that there is no difference in electric charge between different parts of the molecule.
5. ↑ Doolittle, R. F. (1989), "Redundancies in protein sequences", in Fasman, G. D. (ed.), Prediction of protein structures and the principles of protein conformation, New York: Plenum, pp. 599–623, ISBN 0-306-43131-9
6. ↑ Primary structure: the exact specification of its atomic structure and its chemical bonds.