Lipase-catalyzed synthesis of precursor dipeptides of RGD in aqueous water-miscible organic solvents |
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Authors: | Zhang Li-Qiang Xu Li Yang Xue-Cheng Wu Xiao-Xia Zhang Xue-Zhong |
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Institution: | Key Laboratory of Molecular Enzymology and Engineering, Jilin University, Changchun, P.R. China. |
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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%. |
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