爱滋病病毒中肽段的酶促合成

为了进一步研究酶促合成在多肽合成中的实际应用,选择合成了爱滋病病毒(人类免疫缺损病毒,HIV-I)的gp41中氨基酸序列598-609的三个肽段,该部分是HIV-I中的2个抗原决定簇部分,H-Leu-Glg-Leu-Trp-Glg-cgs-Ser-Glg-Lgs-Leu-Ile-Cgs-OH可以作为抗原来检测HIV抗体.

Enzymatic synthesis of HIV-I peptides

The protease-catalyzed syntheses of 3 peptides derivatives, Boc-Leu-Ile-Cys(Bzl)-N2H2Ph (I), Boc-Gly-Cys(Bzl)-Ser(Bzl)-Gly-Lys(Z)-N2H2Ph (II), and Z-Leu-Gly-Leu-Trp-N2H2Ph, from amino acid sequence 598~609 of gp 41 of Human Immunodeficiency Virus-I (HIV-I), are reported. The C-terminal phenylhydrazide, as well as all the peptide bonds were constructed by papain-mediated synthesis via stepwise elongation. To suppress the side reaction of the secondary hydrolysis, the Na-protected amino acid esters were used as carboxyl components to react with the nucleophiles, amino acid or peptide phenylhydrazides, in an alkaline media. MeCN was more suitable than MeOH for the enzymic peptide synthesis. For comparison, I and II were also synthesized by the conventional DCCI method. The products obtained from both methods were shown to be identical by several criteria.