THE CHEMILUMINESCENCE OF AMIDES AND MONOACYL HYDRAZIDES BASED ON FIREFLY DEHYDROLUCIFERIN

EMIL H. WHITE, MIN LI, DAVID F. ROSWELL

Research output: Contribution to journalArticle

Abstract

Abstract— Monoacyl hydrazides based on 5‐methyldehydroluciferin and simpler analogs have been synthesized; they proved to be chemiluminescent on treatment with a strong base in DMSO in the presence of oxygen. The light emitters in these cases appear to be the corresponding carboxylate ions; a pathway involving an oxidative decarboxylation was eliminated as a possibility by consideration of the fluorescence wavelengths of the corresponding oxyluciferins. A reaction mechanism for the luminescence involving the possible intermediacy of an azadioxetane is proposed. The corresponding amides were also synthesized; they proved to be equally chemiluminescent to the hydrazides in the dehydroluciferin series.

Original languageEnglish (US)
Pages (from-to)125-130
Number of pages6
JournalPhotochemistry and Photobiology
Volume53
Issue number1
DOIs
StatePublished - Jan 1991

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry

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