Synthesis of functionalised fluorescent dyes and their coupling to amines and amino acids

  • M.S.J. Briggs
  • , I. Bruce
  • , A.C. Simmonds
  • , J.N. Miller
  • , C.J. Moody
  • , E. Swann

Research output: Contribution to journalArticlepeer-review

67 Citations (Scopus)

Abstract

A series of novel functionalised benzophenoxazinones, analogues of Nile Red, is prepared and their fluorescence properties evaluated. The ring system is prepared by reaction of 5-diethylamino-2-nitrosophenol with 1,6-dihydroxynaphthalene followed by alkylation of the 2-hydroxy group with 6-bromohexanoic acid derivatives. Subsequent ester cleavage under a variety of conditions gives the acid 6. Replacement of the 9-diethylamino group with the N-ethyl-(3-sulfonylpropyl)amino group is carried out to increase water solubility and the resulting dye 14 has similar fluorescence properties. The acid 6 is coupled to a range of amino compounds.
Original languageEnglish
Pages (from-to)1051-1058
Number of pages8
JournalRoyal Chemical Society. Journal. Perkin Transactions 1
Issue number7
Publication statusPublished - 7 Apr 1997

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