Stereodynamics of intramolecular triplet energy transfer in carotenoporphyrins

Thomas A Moore, Thomas A. Moore, John Devens Gust, Paul Mathis, Ana L Moore, Claude Chachaty, Ana L. Moore, Paul A. Liddell, Gregory A. Nemeth

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

Carotenoporphyrins, consisting of carotenoid polyenes linked covalently to porphyrins, are known to mimic both the antenna function and the photoprotection from singlet oxygen damage provided by carotenoids in photosynthetic organisms. A series of Carotenoporphyrins whose conformations, as determined from 1H NMR studies, range from folded (with the carotenoid π-electron system stacked over that of the porphyrin) to extended (with the chromophores widely separated) has been prepared. Time-resolved spectroscopic studies have revealed intramolecular triplet energy transfer from porphyrin to carotenoid. Two distinct pathways for such transfer (presumably occurring via an electron-exchange mechanism) were observed: (a) static transfer which does not require significant intramolecular motions; (b) dynamic transfer mediated by intramolecular motions. The relative importance of these pathways is a function of molecular structure and dynamics. The results for this series of carotenoporphyrins help define the photochemical and photophysical requirements for protection from singlet oxygen damage both in photosynthetic organisms and in other biological systems.

Original languageEnglish
Pages (from-to)3631-3640
Number of pages10
JournalJournal of the American Chemical Society
Volume107
Issue number12
Publication statusPublished - 1985

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Energy Transfer
Carotenoids
Energy transfer
Porphyrins
Singlet Oxygen
Electrons
Polyenes
Oxygen
Biological systems
Molecular Dynamics Simulation
Chromophores
Molecular Structure
Molecular structure
Conformations
Molecular dynamics
Nuclear magnetic resonance
Antennas

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Stereodynamics of intramolecular triplet energy transfer in carotenoporphyrins. / Moore, Thomas A; Moore, Thomas A.; Gust, John Devens; Mathis, Paul; Moore, Ana L; Chachaty, Claude; Moore, Ana L.; Liddell, Paul A.; Nemeth, Gregory A.

In: Journal of the American Chemical Society, Vol. 107, No. 12, 1985, p. 3631-3640.

Research output: Contribution to journalArticle

Moore, TA, Moore, TA, Gust, JD, Mathis, P, Moore, AL, Chachaty, C, Moore, AL, Liddell, PA & Nemeth, GA 1985, 'Stereodynamics of intramolecular triplet energy transfer in carotenoporphyrins', Journal of the American Chemical Society, vol. 107, no. 12, pp. 3631-3640.
Moore, Thomas A ; Moore, Thomas A. ; Gust, John Devens ; Mathis, Paul ; Moore, Ana L ; Chachaty, Claude ; Moore, Ana L. ; Liddell, Paul A. ; Nemeth, Gregory A. / Stereodynamics of intramolecular triplet energy transfer in carotenoporphyrins. In: Journal of the American Chemical Society. 1985 ; Vol. 107, No. 12. pp. 3631-3640.
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AU - Liddell, Paul A.

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