The chemiluminescence of amides and monoacyl hydrazides based on firefly dehydroluciferin.

E. H. White, M. Li, D. F. Roswell

Research output: Contribution to journalArticle

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
StatePublished - Jan 1991

Fingerprint

Fireflies
fireflies
hydrazides
Decarboxylation
Chemiluminescence
chemiluminescence
Dimethyl Sulfoxide
Luminescence
Amides
amides
Fluorescence
Ions
Oxygen
Light
decarboxylation
Wavelength
carboxylates
emitters
analogs
luminescence

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Biophysics

Cite this

The chemiluminescence of amides and monoacyl hydrazides based on firefly dehydroluciferin. / White, E. H.; Li, M.; Roswell, D. F.

In: Photochemistry and Photobiology, Vol. 53, No. 1, 01.1991, p. 125-130.

Research output: Contribution to journalArticle

White, E. H. ; Li, M. ; Roswell, D. F. / The chemiluminescence of amides and monoacyl hydrazides based on firefly dehydroluciferin. In: Photochemistry and Photobiology. 1991 ; Vol. 53, No. 1. pp. 125-130.
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