Development of a hypusine reagent for peptide synthesis

被引：18

作者：

Bergeron, RJ

Ludin, C

Muller, R

Smith, RE

Phanstiel, O

机构：

[1] UNIV BERN,INST ORGAN CHEM,CH-3012 BERN,SWITZERLAND

[2] UNIV CENT FLORIDA,DEPT CHEM,ORLANDO,FL 32816

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 10期

关键词：

D O I：

10.1021/jo970119z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of a reagent that enables the incorporation of the unusual amino acid (2S,9R)hypusine (Hpu) into peptide sequences is described. The reagent, (2S,SR)-11-[(benzyloxycarbonyl)amino]-7-(carbobenzyloxy)-2- [(9-fluorenylmethoxycarbonyl)amino]-9-(tetrahydropyran-2-yloxy)- 7-azaundecanoic acid, is utilized in the synthesis of a hexapeptide containing the primary pentapeptide sequence of the eukaryotic initiation factor eIF-5A, L-Cys-L-Thr-Gly-Hpu-L-His-Gly. The reagent is shown to be effective for both solution phase and Merrifield resin synthesis.

引用

收藏

页码：3285 / 3290

页数：6

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