Allysine

Structural formula
( S ) shape (top) and ( R ) shape (bottom)
General
Surname	Allysine
other names	( S ) -2-amino-6-oxohexanoic acid ( IUPAC ) L -2-amino-6-oxohexanoic acid ( RS ) -2-amino-6-oxohexanoic acid ( IUPAC ) DL -2-amino-6-oxohexanoic acid Lysine aldehyde
Molecular formula	C 6 H 11 NO 3
External identifiers / databases
CAS number 1962-83-0 (racemate) PubChem 207 ChemSpider 21230618 DrugBank DB02571 Wikidata Q61298
properties
Molar mass	145.16 g mol −1
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Allysine is a derivative of lysine which - bound in peptides - is a component of elastin and collagen .

By the action of the enzyme lysine oxidase (also called lysyl oxidase) on lysine or hydroxylysine in the extracellular matrix, allysine or hydroxyallysine is produced and with it forms an essential part of the stabilizing cross-links in collagen and elastin. Chemically, this is an oxidative deamination of the amino group of the side chain to form the aldehyde. Allysine itself can form allysinaldol and further desmosine with the aldehyde residues of the same or neighboring tropelastin molecules with the help of an aldol condensation . Any lysine that is still present can form a Schiff base with allysine via its amino group , with isodesmosine being formed. When lysine is broken down, allysine is produced as a metabolite .

Individual evidence

1. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
2. ↑ Frans van den Berg: Applied Physiology , Volume 1; ISBN 978-3-13-116032-4 .
3. ^ Alfred Pischinger; The system of basic regulation, the basis of a holistic biological medicine ; ISBN 978-3-8304-7194-3 .
4. ^ Peter Karlson, Detlef Doenecke, Jan Koolman , Georg Fuchs, Wolfgang Gerok: Karlsons Biochemie und Pathobiochemie .