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Hydroxyaminovaleric acid

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Hydroxyaminovaleric acid
Names
Other names 5-Hydroxynorvaline
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H11NO3/c6-4(5(8)9)2-1-3-7/h4,7H,1-3,6H2,(H,8,9)Key: CZWARROQQFCFJB-UHFFFAOYSA-N
SMILES
  • C(CC(C(=O)O)N)CO
Properties
Chemical formula C5H11NO3
Molar mass 133.147 g·mol
Appearance white solid
Melting point 218–220 °C (424–428 °F; 491–493 K) 224 °C for L-enantiomer
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Hydroxyaminovaleric acid (HAVA) is the organic compound with the formula HOCH2(CH2)3CH(NH2)CO2H. A white solid, it is a rarely encountered amino acid. It is also produced by reduction of glutamate-5-semialdehyde residues followed by proteolysis.

References

  1. Chenault, H. Keith; Dahmer, Juergen; Whitesides, George M. (1989). "Kinetic resolution of unnatural and rarely occurring amino acids: Enantioselective hydrolysis of N-acyl amino acids catalyzed by acylase I". Journal of the American Chemical Society. 111 (16): 6354–6364. doi:10.1021/ja00198a055.
  2. Requena, J. R.; Levine, R. L.; Stadtman, E. R. (2003). "Recent Advances in the Analysis of Oxidized Proteins". Amino Acids. 25 (3–4): 221–226. doi:10.1007/s00726-003-0012-1. PMID 14661085. S2CID 28837698.
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