摘要
1937年,Bergmann和Fraenkel-Conrat首次用酶促法合成了羧酰苯胺键以来,由于该法对氨基酸的侧链无需保护,不会发生消旋等独特优点,酶促合成已经有了很大的发展。
The protease-catalyzed syntheses of three peptide derivatives. Boc-Leu-Ile-Cys(Bzl)-N_2H_2Ph(3a), Boc-Gly-Cys (Bzl)-Ser(Bzl)-Gly-Lys (Z)-N_2H_2Ph (8a) and Z-Leu-Gly-Leu-Trp-N_2H_2Ph(12a), from amino acid sequence 598~609 of gp 41 of Human Im-munodeficiency Virus-I(HIV-I), are reported. The C-terminal phenylhydrazide, as well asall the peptide bonds were constructed by papain-mediated synthesis via stepwise elongation.To suppress the side reaction of the secondary hydrolysis, the N~α-protected amino acid es-ters were used as carboxyl components to react with the nucleophiles, amino acid or peptidephenylhydrazides, in an alkaline media. It was also found that CH_3CN was more suitablethan CH_3OH for the enzymatic peptide synthesis. For comparison. two of them (3a and8a) were also synthesized by the conventional DCCI method. The products obtained fromboth methods were shown to be identical by several criteria.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
1992年第4期418-423,400,共7页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金
关键词
爱滋病
病毒
肽段
酶促合成
enzymatic synthesis
HIV-I peptide
papain
stepwise elongation
DCCI method