Luminescent pyrimidine hydrazide oligomers with peptide affinity

被引:6
作者
Li, Xiaoqiang [1 ]
Miltschitzky, Stefan [1 ]
Koenig, Burkhard [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-8400 Regensburg, Germany
关键词
peptide mimics; pyrimidine; hydrazine acid; luminescence; FRET; ARTIFICIAL BETA-SHEET; CONCANAVALIN-A; RECOGNITION; DESIGN; GROWTH; MODEL; SOMATOSTATIN; DERIVATIVES; FOLDAMERS; MIMETICS;
D O I
10.1016/j.bmc.2006.05.003
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The modular synthesis of pyrimidine oligohydrazides and their peptide binding ability are reported. Ethylene glycol substituents ensure water solubility of the compounds. The pattern of hydrogen bond donors and hydrogen bond acceptors resembles the functionalities of a peptide backbone, and intramolecular hydrogen bonds restrict conformational mobility. The pyrimidine heterocycles show emission at 423 nm if either excited with light of 320 nm or by a FRET process from a nearby Trp residue. This property is useful for the luminescent detection of interactions with peptides and proteins. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6075 / 6084
页数:10
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