Hydroxyaminovaleric acid

Hydroxyaminovaleric acid
Names
	Other names 5-Hydroxynorvaline
Identifiers
CAS Number	533-88-0; 6152-89-2 L-enantiomer;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:165867;
ChemSpider	86255;
PubChem CID	95562;
UNII	PKG8I0M67E;
	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−1
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 [77 °F], 100 kPa). Infobox references

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.[1] It is also produced by reduction of glutamate-5-semialdehyde residues followed by proteolysis.[2]

References

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.
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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[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.