alpha-Aminoadipic acid

α-Aminoadipic acid

Names
IUPAC name 2-aminohexanedioic acid
Identifiers
CAS Number	542-32-5
ChEBI	CHEBI:37024
ChEMBL	ChEMBL433238
ChemSpider	456
Jmol interactive 3D	Image Image
MeSH	2-Aminoadipic+Acid
PubChem	469
InChI InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11) Key: OYIFNHCXNCRBQI-UHFFFAOYSA-N InChI=1/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11) Key: OYIFNHCXNCRBQI-UHFFFAOYAC
SMILES C(CC(C(=O)O)N)CC(=O)O O=C(O)CCCC(N)C(=O)O
Properties
Chemical formula	C6H11NO4
Molar mass	161.156 g/mol
Appearance	Crystalline
Density	1.333 g/mL
Melting point	196 °C (385 °F; 469 K)
Boiling point	364 °C (687 °F; 637 K)
Hazards
Main hazards	Irritant
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is  ?)
Infobox references

α-Aminoadipic acid is an intermediate in the α-Aminoadipic acid pathway for the metabolism of lysine and saccharopine. It is synthesised from homoisocitrate by aminoadipate aminotransferase and reduced by aminoadipate reductase to form the semialdehyde.

A 2013 study identified α-Aminoadipic acid (2-aminoadipic acid) as a novel predictor of the development of diabetes and suggested that it is a potential modulator of glucose homeostasis in humans.^[1]

See also

• Adipic acid

References

1. Wang TJ, Ngo D, Psychogios N, Dejam A, Larson MG, Vasan RS, Ghorbani A, O'Sullivan J, Cheng S, Rhee EP, Sinha S, McCabe E, Fox CS, O'Donnell CJ, Ho JE, Florez JC, Magnusson M, Pierce KA, Souza AL, Yu Y, Carter C, Light PE, Melander O, Clish CB, Gerszten RE (2013). "2-Aminoadipic acid is a biomarker for diabetes risk". J Clin Invest 123 (10): 4309–4317. doi:10.1172/JCI64801. PMC 3784523. PMID 24091325.