Protection of asparagine and glutamine during N-alpha-Bpoc-based solid-phase peptide synthesis

被引：0

作者：

Carey, RI ^{[1
]}

Huang, HH ^{[1
]}

Wadsworth, JL ^{[1
]}

Burrell, CS ^{[1
]}

机构：

[1] UNIV GEORGIA,CTR METALLOENZYME STUDIES,ATHENS,GA 30602

来源：

INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH | 1996年 / 47卷 / 03期

关键词：

Bpoc; glutamine; asparagine; trityl; solid-phase peptide synthesis;

D O I：

暂无

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

In this paper we describe the synthesis and properties of Bpoc-Asn(Trt)-OH, Bpoc-Asn(Trt)-OPfp, Bpoc-Gln(Trt)-OH and Bpoc-Gln(Trt)-OPfp. These derivatives are highly soluble in CH2Cl2 and can be coupled efficiently in solid-phase peptide synthesis. The peptides, acetyl-Ala-Phe-Asn(Trt)-Gly-Leu-Ala-O-Dbf-SH and Boc-Cys(Acm)-Ala-Phe-Gln(Trt)-Gly-Leu-Ala-O-Dbf-SH (where O-Dbf-SH is the peptide ester of 4-mercapto-6-hydroxydibenzofuran) were synthesized by stepwise solid-phase peptide synthesis using N-alpha-Bpoc amino acids. We have observed that less than 0.1% of the trityl group is removed from the carboxamide of Gin and Asn during a standard 15 min N-alpha-Bpoc deprotection in 0.5% TFA in CH2Cl2. (C) Munksgaard 1996.

引用

页码：209 / 213

页数：5

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