title: Straightforward access to water-soluble unsymmetrical sulfoxanthene dyes: application to the preparation of far-red fluorescent dyes with large stokes' shifts.
abstract: 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.
authors.affiliation: Normandie Université, COBRA UMR 6014 & FR 3038, UNIV Rouen; INSA Rouen; CNRS, IRCOF, 1, Rue Tesnières, 76821 Mont-Saint-Aignan Cedex (France), Fax: (+33) 2-35-52-29-71.
authors.forename: Arnaud
authors.initials: A
authors.lastname: Chevalier
authors.forename: Pierre-Yves
authors.initials: PY
authors.lastname: Renard
authors.forename: Anthony
authors.initials: A
authors.lastname: Romieu
mesh_terms: D015374:Biosensing Techniques; D003374:Coumarins / Q000138:chemical synthesis / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D012235:Rhodamines / Q000138:chemical synthesis / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D014867:Water / Q000737:chemistry*; D014966:Xanthenes / Q000737:chemistry*
chemical_list: D003374:Coumarins; D005456:Fluorescent Dyes; D012235:Rhodamines; D012997:Solvents; D014966:Xanthenes; D014867:Water
keywords: Stokes’ shift; far-red dyes; fluorescent probes; rhodamines; rhodols