title: Reactivity of the allysine aldehyde group.
abstract: Allysine is a very important crosslink precursor in connective tissue proteins. We describe the reactions of Phthalyl-Allysine-p-Nitrobenzylester, which is a suitable compound to investigate the reactions of the aldehyde group in vitro. Crosslinked compounds are synthesized by mixing suitable stoichiometric amounts of Phthalyl-Allysine-p-Nitrobenzylester and nucleophiles in aqueous organic solvents. The results are compared with the reaction pathways which have been proposed for crosslink synthesis in vivo.
authors.affiliation: Institute of Macromolecular Chemistry, Dept. of Protein and Leather, FRG.
authors.forename: R
authors.initials: R
authors.lastname: Dölz
authors.forename: E
authors.initials: E
authors.lastname: Heidemann
mesh_terms: D015074:2-Aminoadipic Acid / Q000031:analogs & derivatives; D000447:Aldehydes; D000588:Amines; D000600:Amino Acids, Dicarboxylic; D001593:Benzyl Compounds; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D003432:Cross-Linking Reagents; D007093:Imidazoles; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010795:Phthalic Acids; D011437:Propylamines; D012997:Solvents
chemical_list: D000447:Aldehydes; D000588:Amines; D000600:Amino Acids, Dicarboxylic; D001593:Benzyl Compounds; D003432:Cross-Linking Reagents; D007093:Imidazoles; D010795:Phthalic Acids; D011437:Propylamines; D012997:Solvents; C060412:phthalyl-allysine-4-nitrobenzyl ester; D015074:2-Aminoadipic Acid; C000061:allysine; C005556:propionaldehyde