Nitrone protecting groups for enantiopure N-hydroxyamino acids: synthesis of N-terminal peptide hydroxylamines for chemoselective ligations.

Nitrone protecting groups for enantiopure N-hydroxyamino acids: synthesis of N-terminal peptide hydroxylamines for chemoselective ligations.
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对映体纯 N-羟基氨基酸的硝酮保护基团:用于化学选择性连接的 N 末端肽羟胺的合成。

DOI:
10.1039/c004490c
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发表时间:
2010
影响因子:
3.2
通讯作者:
Bode,JeffreyW
Bode,JeffreyW
中科院分区:
化学3区
文献类型:
--
作者:
Medina,SIrene;Wu,Jian;Bode,JeffreyW

文献摘要

被引文献

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The synthesis of enantiopure N-benzylidene nitrones of N-hydroxy-α-amino acids and their incorporation using standard Fmoc-based peptide chemistry into solid-supported peptide chains is described. Deprotection and resin cleavage affords N-terminal peptide hydroxylamines, which are the key substrates for chemoselective ligations with C-terminal peptide α-ketoacids. This general route is applicable to a variety of different N-terminal residues and provides a general approach to the solid phase synthesis of peptide hydroxylamines.