Journal of International Pharmaceutical Research 2017;44(6):585-589

doi:10.13220/j.cnki.jipr.2017.06.022

Hemin-air,an efficient catalytic-oxidation system for disulfide formation in linaclotide synthesis

Weiwei GE ; Jing CHEN ; Ye ZHANG ; Liang ZONG ; Ming ZHANG ; Junjun DONG

Keywords

hemin; oxidation; disulfide; linaclotide; 9-fluorenylmethyl(Fmoc)solid-phase synthetic strategy; Wang resin; purification

Country

China

Language

Chinese

Abstract

Objective To use hemin as a catalyst in the formation of disulfide bonds in the synthesis of linaclotide. Methods The linaclotide peptide was synthesized by the standard 9-fluorenylmethyl(Fmoc)solid-phase synthetic strategy. Wang resin and Trt-protected cysteine were used in the synthesis. Hemin was used in random oxidation of line linaclotide. The result was compared with those of air,dimethyl sulfoxide(DMSO),and I2 oxidation systems. Results and Conclusion Hemin is a highly effective catalyst for disulfide bond formation in linaclotide synthesis. It overcomes some disadvantages in oxidation reactions with conventional oxidative re-agents,and supplies a convenient way for the synthesis of peptide with concentrated disulfide bonds.