Allysine

Allysine
Names
	IUPAC name 2-amino-6-oxo-hexanoic 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 ;
	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 ; InChI=1/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10)/t5-/m0/s1 Key: GFXYTQPNNXGICT-YFKPBYRVBJ; InChI=1/C6H11NO3/c7-5(6(9)10)3-1-2-4-8/h4-5H,1-3,7H2,(H,9,10) Key: GFXYTQPNNXGICT-UHFFFAOYAD;
	SMILES O=CCCC[C@H](N)C(=O)O; O=CCCCC(N)C(=O)O;
Properties
Chemical formula	C6H11NO3
Molar mass	145.16 g·mol−1
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).
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	Infobox references

Allysine is a derivative of lysine, used in the production of elastin and collagen. It is produced by the actions of the enzyme lysyl oxidase in the extracellular matrix and is essential in the crosslink formation that stabilizes collagen and elastin.^[1]

References

↑ Pinnell, SR; Martin, GR (October 1968). "The cross-linking of collagen and elastin: enzymatic conversion of lysine in peptide linkage to alpha-aminoadipic-delta-semialdehyde (allysine) by an extract from bone" (PDF). Proceedings of the National Academy of Sciences of the United States of America. 61 (2): 708–13, 716. doi:10.1073/pnas.61.2.708. PMC 225217. PMID 5246001.

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[1] Pinnell, SR; Martin, GR (October 1968). "The cross-linking of collagen and elastin: enzymatic conversion of lysine in peptide linkage to alpha-aminoadipic-delta-semialdehyde (allysine) by an extract from bone" (PDF). Proceedings of the National Academy of Sciences of the United States of America. 61 (2): 708–13, 716. doi:10.1073/pnas.61.2.708. PMC 225217. PMID 5246001.

Allysine

See also

References