Amino Acid Building Blocks for Efficient Fmoc Solid-Phase Synthesis of Peptides Adenylylated at Serine or Threonine

被引：7

作者：

Albers, Michael F. ^{[1
]}

van Vliet, Bart ^{[1
]}

Hedberg, Christian ^{[1
]}

机构：

[1] Max Planck Inst Mol Physiol, Dept Biol Chem, D-44227 Dortmund, Germany

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 22期

关键词：

AMPYLATION; SYNTHETASE;

D O I：

10.1021/ol2024696

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first straightforward building block based (non-interassembly) synthesis of peptides containing adenylylated serine and threonine residues Is described. Key features include final global acidolytic protective group removal as well as full compatibility with standard Fmoc solid-phase peptide synthesis (SPPS). The described Thr-AMP SPPS-building block has been employed in the synthesis of the Thr-adenylylated sequence of human GTPase CDC42 (Ac-SEYVP-T(AMP)-VFDNYGC-NH2). Further, we demonstrate proof-of-concept for the synthesis of an Ser-adenylylated peptide (Ac-GSGA-S(AMP)-AGSGC-NH2) from the corresponding adenylylated serine building block.

引用

页码：6014 / 6017

页数：4

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