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
收藏
页码：209 / 213
页数：5
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