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Reactive derivatives of sulforhodamine 101 with enhanced hydrolytic stability

  • US 6,562,632 B1
  • Filed: 08/04/1998
  • Issued: 05/13/2003
  • Est. Priority Date: 06/07/1995
  • Status: Expired due to Term
First Claim
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1. A reactive dye having the formula embedded imageor the formula embedded imagewhereinR2 is H, C1-C6 alkyl or C1-C6 acyl;

  • and n=2 to 8; and

    R is a halomethylbenzamidyl, maleimidyl, (3,5-dichloro-2,4,6-triazin-1-yl)amino, isocyanato or an isothiocyanato;

    or n=1 to 7; and

    R is a carboxylic acid, an alkali or alkaline earth metal salt of a carboxylic acid, or R is —

    (C═

    O)—

    Rx, where Rx is a chloride, fluoride or azide;

    or Rx is selected so as to make R a hydroxybenzotriazolyl ester, a succinimidyl ester, a sulfosuccinimidyl ester, an alkali or alkaline earth metal salt of a sulfosuccinimidyl ester, a symmetric anhydride that links two sulforhodamine 101 fluorophores, a mixed anhydride of a sulforhodamine 101 fluorophore and a chloroformate having 2-8 carbons, a mixed anhydride of a sulforhodamine 101 fluorophore and a carboxylic acid or perfluorinated carboxylic acid having 2-8 carbons, a mixed anhydride of a sulforhodamine 101 fluorophore and a sulfonic or fluorinated sulfonic acid having 1-8 carbons, or an ester of a phenol or a naphthol that is further substituted one or more times by nitro, sulfo, carboxy, alkali or alkaline earth metal salt of sulfo or carboxy, cyano, fluoro, chloro, or trifluoromethyl;

    or Rx is selected so as to make R a carboxylic acid activated by a carbodiimide having 2-14 carbons.

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