Volume 26, Issue 19
Organic Dyes
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ChemInform Abstract: Dinoflagellate Bioluminescence: Chemical Behavior of the Chromophore Towards Oxidants.

M. N. STOJANOVIC

M. N. STOJANOVIC

Dep. Chem., Harvard Univ., Cambridge, MA 02138, USA

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Y. KISHI

Y. KISHI

Dep. Chem., Harvard Univ., Cambridge, MA 02138, USA

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First published: May 9, 1995

Abstract

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ChemInform Abstract

Reduction of the azido ketone (I) by triphenylphosphine, with rigorous exclusion of air, generates cleanly a mixture of the chromophore models (II), (III) and (IV) of dinoflagellate luciferin. These compounds react with oxygen (or oxidants) at the C-13 position. On this basis a mechanism for the bioluminescent air-oxidation of luciferin is suggested.

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