| Alanine (symbol Ala or A), or α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both attached to the central carbon atom which also carries a methyl group side chain. Consequently it is classified as a non-polar, aliphatic α-amino acid. Under biological conditions, it exists in its zwitterionic form with its amine group protonated (as −NH+3) and its carboxyl group deprotonated (as −CO−2). It is non-essential to humans as it can be synthesized metabolically and does not need to be present in the diet. It is encoded by all codons starting with GC (GCU, GCC, GCA, and GCG).
The L-isomer of alanine (left-handed) is the one that is incorporated into proteins. L-alanine is second only to L-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 peptides in some bacterial cell walls: 131 (in peptidoglycan) and in some peptide antibiotics, and occurs in the tissues of many crustaceans and molluscs as an osmolyte. |
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| InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+ |
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chromophore
The part (atom or group of atoms) of a molecular entity in which the electronic transition responsible for a given spectral band is approximately localized.
(via urocanic acid )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via urocanic acid )
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View more via ChEBI Ontology
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(2E)-3-(1H-imidazol-4-yl)prop-2-enoic acid
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(2E)-3-(1H-imidazol-4-yl)acrylic acid
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PDBeChem
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(E)-3-(1H-imidazol-4-yl)-2-propenoic acid
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ChemIDplus
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trans-urocanic acid
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ChemIDplus
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Urocanic acid
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KEGG COMPOUND
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104-98-3
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CAS Registry Number
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KEGG COMPOUND
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3465-72-3
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CAS Registry Number
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ChemIDplus
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81403
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Reaxys Registry Number
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Reaxys
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81405
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Beilstein Registry Number
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Beilstein
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9724745
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PubMed citation
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Europe PMC
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