Allysine

Allysine
Names
	Preferred IUPAC name (2S)-2-Amino-6-oxohexanoic acid
	Other names 2-aminoadipate semialdehyde, 2-amino-5-formylvaleric acid, norvaline, 6-oxo-DL-norleucine
Identifiers
CAS Number	1962-83-0 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:57988 ;
ChemSpider	202 ;
KEGG	C04076 ;
MeSH	allysine
PubChem CID	207;
UNII	425I4Y24YZ ;
CompTox Dashboard (EPA)	DTXSID00862802 ;
	InChI InChI=1S/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10) Key: GFXYTQPNNXGICT-UHFFFAOYSA-N ;
	SMILES O=CCCC[C@H](N)C(=O)O; O=CCCCC(N)C(=O)O;
Properties
Chemical formula	C6H11NO3
Molar mass	145.158 g·mol−1
Appearance	unstable
Density	1.74g/cm3
Boiling point	295.2 °C (563.4 °F; 568.3 K)
Hazards
Flash point	132.3 °C (270.1 °F; 405.4 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Allysine is a derivative of lysine that features a formyl group in place of the terminal amine. The free amino acid does not exist, but the allysine residue does. It is produced by aerobic oxidation of lysine residues by the enzyme lysyl oxidase. The transformation is an example of a post-translational modification. The semialdehyde form exists in equilibrium with a cyclic derivative.