首页   按分类浏览 期刊浏览 卷期浏览 Application of acetamidomethyl and 9‐fluorenylmethyl groups for efficient side protecti...
Application of acetamidomethyl and 9‐fluorenylmethyl groups for efficient side protection of penicillamine in solid‐phase peptide synthesis

 

作者: CARLOS GARCÍA‐ECHEVERRÍA,   M. ANTONIA MOLINS,   FERNANDO ALBERICIO,   MIQUEL PONS,   ERNEST GIRALT,  

 

期刊: International Journal of Peptide and Protein Research  （WILEY Available online 1990）
卷期: Volume 35, issue 5  

页码: 434-440

 

ISSN:0367-8377

 

年代: 1990

 

DOI:10.1111/j.1399-3011.1990.tb00070.x

 

出版商: Blackwell Publishing Ltd

 

关键词: acetamidomethyl;disulfide bridge;9‐fluorenylmethyl;penicillamine;solid‐phase peptide synthesis;thiol protection

 

数据来源: WILEY

 

摘要:

Synthesis of S‐acetamidomethyl and S‐fluorenylmethyl derivatives of penicillamine is described. Both groups are completely stable to all the usual reagents in solid‐phase peptide synthesis, including the HF cleavage step, and show an excellent degree of orthogonality to each other. Treatment of the protected peptides Ac‐L‐Pen(X)‐L‐Pro‐D‐Val‐L‐Cys(X)‐NH2with thallium (III) trifluoroacetate or iodine for X = Acm or piperidine/DMF (1:1) for X = Fm induced with good yield the formation of the intramolecular disulfide bridge. This cyclic peptide appears to assume a type II β‐turn conformation in d6‐DMSO a

 

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