S-PHENYLACETAMIDOMETHYL (PHACM) - AN ORTHOGONAL CYSTEINE PROTECTING GROUP FOR BOC AND FMOC SOLID-PHASE PEPTIDE-SYNTHESIS STRATEGIES

被引:33
作者
ROYO, M
ALSINA, J
GIRALT, E
SLOMCYZNSKA, U
ALBERICIO, F
机构
[1] UNIV BARCELONA, DEPT ORGAN CHEM, E-08028 BARCELONA, SPAIN
[2] TECH UNIV LODZ, INST ORGAN CHEM, PL-90924 LODZ, POLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 09期
关键词
D O I
10.1039/p19950001095
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reliability of the S-phenylacetamidomethyl-L-cysteine Cys(Phacm), a versatile derivative compatible with both Boc and Fmoc protection schemes, has been examined for solid-phase peptide synthesis. The Phacm group has the same properties as acetamidomethyl (Acm) and in addition is cleaved by the action of the enzyme penicillin amidohydrolase. Thus, Phacm is orthogonal with the common cysteine-protecting groups, such as 4-methylbenzyl (p-MeBzl), trityl (Trt) and fluorenylmethyl (Fm).
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页码:1095 / 1102
页数:8
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