Straightforward Access to Water-Soluble Unsymmetrical Sulfoxanthene Dyes: Application to the Preparation of Far-Red Fluorescent Dyes with Large Stokes' Shifts

被引:38
作者
Chevalier, Arnaud [1 ,2 ,3 ,4 ]
Renard, Pierre-Yves [1 ,2 ,3 ,4 ]
Romieu, Anthony [5 ]
机构
[1] Normandie Univ, COBRA UMR 6014, F-76821 Mont St Aignan, France
[2] Univ Rouen, FR 3038, F-76821 Mont St Aignan, France
[3] INSA Rouen, F-76821 Mont St Aignan, France
[4] CNRS, IRCOF, F-76821 Mont St Aignan, France
[5] Univ Bourgogne, ICMUB, CNRS, UMR 6302, F-21078 Dijon, France
关键词
far-red dyes; fluorescent probes; rhodamines; rhodols; Stokes' shift; NEAR-INFRARED DYES; EMITTING RHODAMINE DYES; IN-VIVO; RATIONAL DESIGN; LONG-WAVELENGTH; XANTHENE DYES; SI-RHODAMINE; SPECTROSCOPIC PROPERTIES; PHOTOPHYSICAL PROPERTIES; FLUOROGENIC PROBES;
D O I
10.1002/chem.201402306
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient synthesis of water-soluble unsymmetrical sulforhodamine/sulforhodol fluorophores containing a single julolidine fragment is presented. Owing to their valuable spectral properties in aqueous buffers, these dyes, especially those bearing a free aniline or phenol moiety, are valuable components of fluorogenic probes for a variety of biosensing applications. A further extension of this synthetic methodology to unusual phenols, namely 7-N,N-dialkylamino-4-hydroxy coumarins has enabled us to provide a new family water-soluble dyes of large Stokes' shift with far-red spectral features.
引用
收藏
页码:8330 / 8337
页数:8
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