Fluorophore-linked zinc(II)dipicolylamine coordination complexes as sensors for phosphatidylserine-containing membranes

被引：83

作者：

Lakshmi, C

Hanshaw, RG

Smith, BD

机构：

[1] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA

[2] Univ Notre Dame, Walther Ctr Canc Res, Notre Dame, IN 46556 USA

来源：

TETRAHEDRON | 2004年 / 60卷 / 49期

基金：

美国国家卫生研究院;

关键词：

molecular recognition; phospholipid binding; phosphate recognition; chemosensor; apoptosis; phospholipid asymmetry; phosphatidylserine;

D O I：

10.1016/j.tet.2004.08.052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of Zn2+-2,2'-dipicolylamine (Zn2+-DPA) coordination complexes with an attached NBD fluorophore are synthesized and evaluated as fluorescent sensors. The sensors do not respond to vesicles composed of zwitterionic phosphatidylcholine, but the NBD fluorescence emission is enhanced in the presence of anionic vesicles. A sensor with two Zn2+-DPA units and a hydrophilic tris(ethyleneoxy) linker produced a larger emission enhancement than an analogue with a butyl linker, and titration with 1:1 POPC:POPS vesicles lead to an apparent phospholipid association constant of 5.3 x 104 M-1. The sensor can detect the presence of vesicles containing as little as 5% phosphatidylserine. The sensing effect apparently requires a membrane surface because the sensors do not respond to a phosphatidylserine derivative that is monodispersed in aqueous solution. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：11307 / 11315

页数：9

共 31 条

[1]

Ashton PR, 1998, CHEM-EUR J, V4, P781, DOI 10.1002/(SICI)1521-3765(19980515)4:5<781::AID-CHEM781>3.0.CO

[2]

2-3

[3] A novel assay for discovery and characterization of pro-apoptotic drugs and for monitoring apoptosis in patient sera [J].