Cysteine Pseudoprolines for Thiol Protection and Peptide Macrocyclization Enhancement in Fmoc-Based Solid-Phase Peptide Synthesis

被引：23

作者：

Postma, Tobias M. ^{[1
,2
]}

Albericio, Fernando ^{[1
,2
,3
,4
]}

机构：

[1] Inst Res Biomed, Barcelona 08028, Spain

[2] CIBER BBN, Barcelona 08028, Spain

[3] Univ Barcelona, Dept Organ Chem, E-08028 Barcelona, Spain

[4] Univ KwaZulu Natal, Sch Chem & Phys, ZA-4001 Durban, South Africa

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 06期

关键词：

REMOVABLE TURN INDUCERS; CHEMICAL-SYNTHESIS; PSEUDO-PROLINES; GLYCOPEPTIDES; CYCLIZATION; TOOLS;

D O I：

10.1021/ol5004725

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Contrary to other studies, here we describe cysteine (Cys) pseudoproline-containing peptides with short deprotection times in TFA. The deprotection times fell in the same range as other protecting groups commonly used in SPPS (e.g., 1-3 h). Moreover, when using Cys pseudoprolines as peptide macrocyclization-enhancing moieties a considerable reduction in reaction time was observed compared to a peptide containing trityl protected Cys.

引用

页码：1772 / 1775

页数：4

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