N-2 HYDROXY-4-METHOXYBENZYL (HMB) BACKBONE PROTECTION STRATEGY PREVENTS DOUBLE ASPARTIMIDE FORMATION IN A DIFFICULT PEPTIDE SEQUENCE

被引:39
作者
PACKMAN, LC
机构
[1] Cambridge Centre for Molecular Recognition, Department of Biochemistry, University of Cambridge, Cambridge, CB2 1QW, Tennis Court Road
关键词
D O I
10.1016/0040-4039(95)01522-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of an N-terminal, 20 residue fragment of ferredoxin by Fmoc-tert-butyl strategy gave a product in which both aspartic acid residues in an Asp-Gly-Asp-Asn sequence were converted to aspartimide. Resynthesis of the peptide using N-2-hydroxy-4-methoxybenzyl (Hmb) backbone protection at each Asp-Xaa peptide bond resulted in near-complete suppression of this side reaction.
引用
收藏
页码:7523 / 7526
页数:4
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