(1-Benzimidazolonyl)alanine (Bia): preliminary investigations into a potential tryptophan mimetic

被引：8

作者：

Huber, VJ ^{[1
]}

Arroll, TW ^{[1
]}

Lum, C ^{[1
]}

Goodman, BA ^{[1
]}

Nakanishi, H ^{[1
]}

机构：

[1] Molecumet Ltd, Bellevue, WA 98005 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 38期

关键词：

(1-benzimidazolonyl)alanine; tryptophan mimetic; peptide; p53; HDM2; fluorescence polarization;

D O I：

10.1016/S0040-4039(02)01501-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The new amino acid (1-benzimidazolonyl)alanine (Bia) was synthesized as a potential biomimetic replacement of tryptophan. The replacement of tryptophan with this amino acid in a truncated analog of p53 showed nearly identical binding to HDM2 as the same length of the natural peptide. Similar peptides containing 1- and 2-naphthylalanine in lieu of Trp showed weaker binding than either of the other peptides. The synthesis of Bia and the binding of the p53 analogs to HDM2 are reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6729 / 6733

页数：5

共 29 条

[1]

[Anonymous], PROTECTIVE GROUPS OR

[2] Selective, high affinity peptide antagonists of α-melanotropin action at human melanocortin receptor 4:: Their synthesis and biological evaluation in vitro [J].