2-STEP HARD ACID DEPROTECTION CLEAVAGE PROCEDURE FOR SOLID-PHASE PEPTIDE-SYNTHESIS

被引:0
作者
NOMIZU, M
INAGAKI, Y
YAMASHITA, T
OHKUBO, A
OTAKA, A
FUJII, N
ROLLER, PP
YAJIMA, H
机构
[1] KIRIN BREWERY CO LTD,CENT LABS KEY TECHNOL,MAEBASHI,GUNMA,JAPAN
[2] KIRIN BREWERY CO LTD,PHARMACEUT LAB,MAEBASHI,GUNMA,JAPAN
[3] KYOTO UNIV,FAC PHARMACEUT SCI,KYOTO 606,JAPAN
来源
INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH | 1991年 / 37卷 / 02期
关键词
HUMAN ENDOTHELIN; HF; NIN-FORMYLTRYPTOPHAN; SOLID PHASE PEPTIDE SYNTHESIS; TRIMETHYLSILYL BROMIDE (TMSBR); TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE (TMSOTF); 2-STEP HARD ACID DEPROTECTION CLEAVAGE PROCEDURE; UROTENSIN-II;
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
A new two-step deprotection/cleavage procedure for t-butoxycarbonyl (Boc) based solid phase peptide synthesis is reported. First the protective groups are removed from 4-(oxymethyl)-phenylacetamidomethyl (PAM) resin attached peptide with the weak hard acid, trimethylsilyl bromide-thioanisole/trifluoroacetic acid (TFA). In the second step, the peptide is cleaved from the resin with a stronger hard acid such as trimethylsilvl trifluoromethanesulfonate in TFA or with HF. The method is also shown to deformylate N(in)-formyltryptophan moiety efficiently. The usefulness of this procedure for practical solid phase peptide synthesis is demonstrated by comparison with other deprotection methods in the synthesis of urotensin II and human endothelin.
引用
收藏
页码:145 / 152
页数:8
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