Stereoselective recognition of tripeptides guided by encoded library screening: Construction of chiral macrocyclic tetraamide ruthenium receptor for peptide sensing

被引：16

作者：

Chang, KH

Liao, JH

Chen, CT ^{[1
]}

Mehta, BK

Chou, PT

Fang, JM

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan

[2] Acad Sinica, Genom Res Ctr, Taipei 115, Taiwan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 06期

关键词：

D O I：

10.1021/jo048368s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Molecule sensor 1 is devised by incorporating the reporting unit of ruthenium(II) complex and two recognition motifs of chiral cyclotetraamides on the sidearms. The target binding tripeptides for sensor 1 were readily identified by using an encoded library screening method. This solid-phase screening indicated a preferable binding of molecule 1 with D-alanine over the L-isomer. The optical and NMR studies for the binding events of 1 with tripeptides Ac-Ala-Gly-Ala-NHC12H25 in the solution phase showed a consistent trend for the stereoselective recognition of the DD-isomer over the LD-, DL-, and LL-isomers.

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页码：2026 / 2032

页数：7

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