Allysine

Allysine is a derivative of lysine that features a formyl group in place of the terminal amine.

It is produced by aerobic oxidation of lysine residues by the enzyme lysyl oxidase.

[2] Increased allysine concentration in tissues has been correlated to the presence of fibrosis.

[3] Allysine residues react with sodium 2-naphthol-6-sulfonate to produce a fluorescent bis-naphtol-allysine product.

[4] In another assay, allysine-containing proteins are reduced with sodium borohydride to give a peptide containing the 6-hydroxynorleucine (6-hydroxy-2-aminocaproic acid) residue, which (unlike allysine) is stable to proteolysis.

Skeletal formula of zwitterion
Ball-and-stick model of the L-allysine molecule as a zwitteiron
Conversion of lysine residue to allysine residue.