title: Denatured thiolated collagen. I. Synthesis and characterization.
abstract: A new thiolating reagent is used to introduce sulphur groups into denatured atelocollagen. The procedure is easy to control and applicable on a large scale. The reagent is a reactive dicarboxylic acid compound containing sulphur in the form of a disulphide functionality. It is prepared by reacting N,N'-disuccinoylcystamine with 1,1'-carbonyldiimidazole. When this reagent is added to a solution of denatured atelocollagen in dimethylsulphoxide, amide bonds are formed between the carbonyl functions of the reagent and epsilon-NH2 of lysine and hydroxylysine residues from the protein. The disulphide groups introduced can then be reduced by reaction with 1,4-dithiothreitol to give the-SH form of the modified protein. Control of the stoichiometry between the reagent and the protein can lead to varying modification levels. A maximum level of 0.33 mmol SH per gram of protein can be attained, which corresponds to complete thiolation of the lysine and hydroxylysine residues. Thiolated denatured atelocollagen exhibits gelatin-like behaviour, by being highly soluble in water at all pH values and by forming heat-reversible gels.
authors.affiliation: Institut National des Sciences Appliquées, Equipe Biometériaux, Laboratoire de Chimie Biologique, Villeurbanne, France.
authors.forename: F L
authors.initials: FL
authors.lastname: Nicolas
authors.forename: C H
authors.initials: CH
authors.lastname: Gagnieu
mesh_terms: D003094:Collagen / Q000138:chemical synthesis / Q000737:chemistry*; D004220:Disulfides; D004337:Drug Carriers; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D011489:Protein Denaturation; D012995:Solubility; D012997:Solvents
chemical_list: D004220:Disulfides; D004337:Drug Carriers; D007202:Indicators and Reagents; D012997:Solvents; C059821:atelocollagen; D003094:Collagen