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Enzymatic Synthesis of a CCK-8 Tripeptide Derivative

Enzymatic Synthesis of a CCK-8 Tripeptide Derivative
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摘要 The enzymatic synthesis of CCK-8 tripeptide derivative Phac-Met-Asp(OMe)-Phe-NH2 is reported. Starting with Phac-Met-OCam, we have successfully synthesized the target tripeptide with three free or immobilized enzymes, ?chymotrypsin, papain and thermolysin in reasonable yields. The key steps in this synthesis were the coupling of Phac-Met-OCam and H-Asp(OMe)2 to form Met-Asp peptide bond catalyzed by ?chymotrypsin and the selective hydrolysis of -ester of Phac-Met-Asp(OMe)2 catalyzed by papain. The enzymatic synthesis of CCK-8 tripeptide derivative Phac-Met-Asp(OMe)-Phe-NH2 is reported. Starting with Phac-Met-OCam, we have successfully synthesized the target tripeptide with three free or immobilized enzymes, ?chymotrypsin, papain and thermolysin in reasonable yields. The key steps in this synthesis were the coupling of Phac-Met-OCam and H-Asp(OMe)2 to form Met-Asp peptide bond catalyzed by ?chymotrypsin and the selective hydrolysis of -ester of Phac-Met-Asp(OMe)2 catalyzed by papain.
作者 Li GUO Zi Min LU
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2003年第2期167-168,共2页 中国化学快报(英文版)
关键词 Enzymatic synthesis CCK-8 tripeptide derivative. Enzymatic synthesis, CCK-8, tripeptide derivative.
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参考文献6

  • 1[1]G. A. Sellek, J.B. Chaudhuri, Enzyme Microb. Technol., 1999, 25 (6), 471.
  • 2[2]P. Liu, G. L. Tain, Y. H. Ye, Chem. J. Chin. Uni., 2001, 22 (8), 1342.
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  • 5[5]Kullman W., Enzymatic peptide synthesis, CRC Press: BOCA RATON, FL, 1987.
  • 6[6]All compounds were characterized by elemental analysis, FAB or FD-MS. Compound.1, mp. 128~129℃, FAB-MS: 411(M+1), C19H26N2O6S(410); Compound.2, mp. 141℃~144℃, FD-MS: 396(M+), C18H24N2O6S(396); Compound.3, mp. 210~213℃, FAB-MS: 543 (M+1), C27H34N4O6S (542).

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