Solid Phase Synthesis of Cyclopeptides of Oxytocin and Lysipressin under Microwave Irradiation

Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (03): 416-421. Previous Articles Next Articles

Original Articles

微波促进催产素和赖氨加压素环肽的固相合成

迟玉石，张惠斌*，倪帅健，黄文龙

(中国药科大学新药研究中心南京 210009)

收稿日期:2007-02-01 修回日期:2007-08-20 发布日期:2008-03-18
通讯作者: 张惠斌

Solid Phase Synthesis of Cyclopeptides of Oxytocin and Lysipressin under Microwave Irradiation

CHI Yu-Shi,ZHANG Hui-Bin*,NI Shuai-Jian,HUANG Wen-Long

(Center of Drug Research, China Pharmaceutical University, Nanjing 210009)

Received:2007-02-01 Revised:2007-08-20 Published:2008-03-18
Contact: ZHANG Hui-Bin

Abstract

A rapid and efficient microwave irradiation solid-phase synthesis method was developed for the preparation of the reduced form of oxytocin and lysipressin on Rink amide-MBHA resin by an Fmoc/t-Bu orthogonal protection strategy. The disulfide bridge of the target peptide was formed directly on resin under microwave irradiation or normal condition. The crude products of peptides were cleaved from the resin by treatment with Reagent K. The HPLC analysis showed that the purity of the crude cyclopeptide was higher under microwave irradiation than under normal condition. The crude peptides were purified by preparative RP-HPLC. The molecular weight of the synthetic peptides was confirmed by the electrospray mass spectrometry analysis.

Key words: microwave irradiation, disulfide bridge, solid phase peptide synthesis, cyclopeptide

Cite this article

CHI Yu-Shi,ZHANG Hui-Bin*,NI Shuai-Jian,HUANG Wen-Long. Solid Phase Synthesis of Cyclopeptides of Oxytocin and Lysipressin under Microwave Irradiation[J]. Chin. J. Org. Chem., 2008, 28(03): 416-421.

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微波促进催产素和赖氨加压素环肽的固相合成

Solid Phase Synthesis of Cyclopeptides of Oxytocin and Lysipressin under Microwave Irradiation

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