A comparative study of the self-immolation of para-aminobenzylalcohol and hemithioaminal-based linkers in the context of protease-sensitive fluorogenic probes

被引：44

作者：

Meyer, Yves ^{[1
,2
,3
]}

Richard, Jean-Alexandre ^{[1
,2
,3
]}

Delest, Bruno ^{[3
]}

Noack, Pauline ^{[3
]}

Renard, Pierre-Yves ^{[1
,2
,4
,5
]}

Romieu, Anthony ^{[1
,2
,4
]}

机构：

[1] CNRS, UMR 6014, COBRA, Equipe Chim Bioorgan, F-76131 Mont St Aignan, France

[2] FR 3038, F-76131 Mont St Aignan, France

[3] QUIDD, F-76800 St Etienne, France

[4] Univ Rouen, F-76821 Mont St Aignan, France

[5] Inst Univ France, F-75005 Paris, France

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 08期

关键词：

FLUOROPHORES; DESIGN; SPACER;

D O I：

10.1039/b926316k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This study focuses on the disassembly-behavior of self-immolative pro-fluorescent linkers under physiological conditions and through an enzyme-initiated domino reaction. The targeted linkers are based on para-aminobenzylalcohol (PABA) or hemithioaminal derivatives of para-carboxybenzaldehyde or glyoxilic acid. We found that a fine tuning of the kinetic properties could be obtained through the modulation of the linker structure, giving either a fast signal response or free-adaptable systems suitable for the design of protease-sensitive fluorogenic probes or prodrug systems.

引用

页码：1777 / 1780

页数：4

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