Synthesis and application of a water-soluble near-infrared dye for cancer detection using optical imaging

被引：64

作者：

Pham, W ^{[1
]}

Medarova, Z ^{[1
]}

Moore, A ^{[1
]}

机构：

[1] Harvard Univ, Massachusetts Gen Hosp, Sch Med, Athinoula A Martinos Ctr Biomed Imaging,MGH,MIT,H, Hillsborough 02129, North Ireland

来源：

BIOCONJUGATE CHEMISTRY | 2005年 / 16卷 / 03期

关键词：

D O I：

10.1021/bc049700+

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

A novel water-soluble 2-[2-(2-chloro-3-{2-[3,3-dimethyl-5-sulfo-1-(4-sulfo-butyl)-3H-indol-2-yl]-vinyl}-cyclohex-2-enylidene)-ethylidene]-3,3-dimethyl-1-(4-sulfo-butyl)-2,3-dihydro-1H-indole-5-carboxylic acid (dye 2) was developed via an asymmetric approach. With an additional sulfonate group, the near-infrared feature of this dye exhibited a 2-fold increase in quantum yield compared to the previous generation. The current synthetic strategy provided a single carboxylic group as a handle for conjugation, thus allowing selectivity for bioconjugation. The stability of this dye was demonstrated by labeling peptides via solid-phase peptide chemistry. The in vivo optical imaging showed potential and broad applications of this dye in developing molecular-based beacons for cancer detection.

引用

页码：735 / 740

页数：6

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[1] MUC-1 expression as a predictor of the curative endoscopic treatment of submucosally invasive colorectal carcinoma [J].