QM/MM Investigations on the Bioluminescent Decomposition of Coelenterazine Dioxetanone in Obelin

doi:10.1007/s40242-018-8237-4

Abstract

Abstract: The bioluminescent mechanism of colenterazine dioxetanone(CZD) in the photoprotein of Obelia(obelin) was investigated by the combined quantum and molecular mechanics(QM/MM) method at TD-DFT level, which involved the real protein environment in decomposition of 1,2-dioxetanones. The anionic decomposition of CZD in (CZD+H₂O)^- model can go through a charge transfer(CT) catalyzed asynchronous-concerted process, which can be elucidated by the gradual reversible CT initiated luminescence(GRCTIL) mechanism. The neutral CZD in (CZDH+H₂O) decomposes through an uncatalyzed non-CT biradical process. The anionic decomposition catalyzed by CT, in which the S₀/S₁ surface "double crossing" hence has ability to provide high quantum yield of singlet chemiexcitation is thus more possible in bioluminescence of photoprotein.

Key words: 1,2-Dioxetanone, Bioluminescence, Coelenterazine, Photoprotein, Quantum and molecular mechanics

YUE Ling. QM/MM Investigations on the Bioluminescent Decomposition of Coelenterazine Dioxetanone in Obelin[J]. Chemical Research in Chinese Universities, 2018, 34(5): 758-766.

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