Lipase-catalyzed synthesis of precursor dipeptides of RGD in aqueous water-miscible organic solvents.
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%.
Zhang
Li-Qiang
LQ
Key Laboratory of Molecular Enzymology and Engineering, Jilin University, Changchun, P.R. China.
Xu
Li
L
Yang
Xue-Cheng
XC
Wu
Xiao-Xia
XX
Zhang
Xue-Zhong
XZ
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
D004151:Dipeptides; D009842:Oligopeptides; D011498:Protein Precursors; D012997:Solvents; D014867:Water; C047981:arginyl-glycyl-aspartic acid; D008049:Lipase