title: Lipase-catalyzed synthesis of precursor dipeptides of RGD in aqueous water-miscible organic solvents.
abstract: PPL-catalyzed synthesis of the precursor dipeptides of RGD as a cellular adhesion factor, Benzyl-Arg-Gly-NH2 and CBZ-Gly-Asp-NH2, was conducted in water-organic cosolvents systems. Five water-miscible organic solvents, which have some advantage over the water-immiscible organic solvent systems or the anhydrous organic solvent systems used often in protease-catalyzed synthesis of a peptide bond, were tested. The reaction condition of PPL-catalyzed synthesis of the dipeptides was optimized by examining the main factors affecting the product yield. The optimal reaction condition for the synthesis of Benzyl-Arg-Gly-NH2 was set up as pH 8.0, 15 degrees C in 40% MeOH for 10 h with the maximum yield of 73.6%. The optimum condition for the synthesis of CBZ-Gly-Asp-NH2 was pH 7.0, 15 degrees C in 50% MeOH for 10h with the maximum yield of 67.0%.
authors.affiliation: Key Laboratory of Molecular Enzymology and Engineering, Jilin University, Changchun, P.R. China.
authors.forename: Li-Qiang
authors.initials: LQ
authors.lastname: Zhang
authors.forename: Li
authors.initials: L
authors.lastname: Xu
authors.forename: Xue-Cheng
authors.initials: XC
authors.lastname: Yang
authors.forename: Xiao-Xia
authors.initials: XX
authors.lastname: Wu
authors.forename: Xue-Zhong
authors.initials: XZ
authors.lastname: Zhang
mesh_terms: D002384:Catalysis; D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification*; D004789:Enzyme Activation; D006863:Hydrogen-Ion Concentration; D008049:Lipase / Q000737:chemistry*; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D011498:Protein Precursors / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification*; D012997:Solvents / Q000737:chemistry; D013696:Temperature; D014867:Water / Q000737:chemistry
chemical_list: D004151:Dipeptides; D009842:Oligopeptides; D011498:Protein Precursors; D012997:Solvents; D014867:Water; C047981:arginyl-glycyl-aspartic acid; D008049:Lipase