Rotaxane-Based Propeptides: Protection and Enzymatic Release of a Bioactive Pentapeptide

被引：113

作者：

Fernandes, Anthony ^{[1
,3
]}

Viterisi, Aurelien ^{[1
]}

Coutrot, Frederic ^{[1
]}

Potok, Stephanie ^{[1
]}

Leigh, David A. ^{[1
]}

Aucagne, Vincent ^{[2
]}

Papot, Sebastien ^{[3
]}

机构：

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

[2] CNRS, UPR 4301, Ctr Biophys Mol, F-45071 Orleans 2, France

[3] Univ Poitiers, UMR 6514, Lab Synth & React Subst Nat, F-86022 Poitiers, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 35期

基金：

英国工程与自然科学研究理事会;

关键词：

delivery systems; peptides; prodrugs; rotaxanes; supramolecular chemistry; HUMAN CANCER-CELLS; SQUARAINE-DERIVED ROTAXANES; NEAR-IR DYES; MOLECULAR MACHINE; PEPTIDE ROTAXANES; AMINOPEPTIDASE-M; PRODRUG THERAPY; POLYROTAXANES; ACTIVATION; OPIOIDS;

D O I：

10.1002/anie.200903215

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ring of protection: A [2]rotaxane 1 protects and selectively releases a bioactive pentapeptide. The rotaxane macrocycle provides a defensive shield that very significantly improves the poor stability of the peptide to both individual peptidases and the cocktail of enzymes present in human plasma. Glycosidase-catalyzed cleavage of a carbohydrate stopper in the rotaxane triggers release of the parent peptide (see picture). © 2009 Wiley-VCH Verlag GmbH & Co. KCaA.

引用

页码：6443 / 6447

页数：5

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