MIMICRY OF CAROTENOID FUNCTION IN PHOTOSYNTHESIS

SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF A CAROTENOPYROPHEOPHORBIDE

Paul A. Liddeli, Gregory A. Nemeth, William R. Lehman, Anna M. Joy, Ana L Moore, René V. Bensasson, Thomas A Moore, John Devens Gust

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

Abstract— A new molecule consisting of a carotenoid polyene covalently linked to a pyropheophorbide has been prepared. This molecule exists in solution in an extended conformation with the carotenoid moiety relatively far from the tetrapyrrole π‐electron system. The compound shows negligible antenna function (singlet energy transfer from carotenoid to pyropheophorbide), but substantial photoprotection from singlet oxygen production (due to rapid triplet energy transfer from pyropheophorbide to carotenoid). The photochemical properties of this molecule parallel those of conformationally similar carotenoporphyrins. Thus, carotenoporphyrins appear to be valid synthetic systems for modeling in vivo carotenoid‐chlorophyll interactions.

Original languageEnglish
Pages (from-to)641-645
Number of pages5
JournalPhotochemistry and Photobiology
Volume36
Issue number6
DOIs
Publication statusPublished - 1982

Fingerprint

carotenoids
photosynthesis
Photosynthesis
Carotenoids
Energy Transfer
synthesis
Energy transfer
Molecules
energy transfer
Tetrapyrroles
oxygen production
Polyenes
molecules
Singlet Oxygen
Conformations
antennas
Electrons
Antennas
electrons
interactions

ASJC Scopus subject areas

  • Medicine(all)
  • Biochemistry
  • Physical and Theoretical Chemistry

Cite this

MIMICRY OF CAROTENOID FUNCTION IN PHOTOSYNTHESIS : SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF A CAROTENOPYROPHEOPHORBIDE. / Liddeli, Paul A.; Nemeth, Gregory A.; Lehman, William R.; Joy, Anna M.; Moore, Ana L; Bensasson, René V.; Moore, Thomas A; Gust, John Devens.

In: Photochemistry and Photobiology, Vol. 36, No. 6, 1982, p. 641-645.

Research output: Contribution to journalArticle

Liddeli, Paul A. ; Nemeth, Gregory A. ; Lehman, William R. ; Joy, Anna M. ; Moore, Ana L ; Bensasson, René V. ; Moore, Thomas A ; Gust, John Devens. / MIMICRY OF CAROTENOID FUNCTION IN PHOTOSYNTHESIS : SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF A CAROTENOPYROPHEOPHORBIDE. In: Photochemistry and Photobiology. 1982 ; Vol. 36, No. 6. pp. 641-645.
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abstract = "Abstract— A new molecule consisting of a carotenoid polyene covalently linked to a pyropheophorbide has been prepared. This molecule exists in solution in an extended conformation with the carotenoid moiety relatively far from the tetrapyrrole π‐electron system. The compound shows negligible antenna function (singlet energy transfer from carotenoid to pyropheophorbide), but substantial photoprotection from singlet oxygen production (due to rapid triplet energy transfer from pyropheophorbide to carotenoid). The photochemical properties of this molecule parallel those of conformationally similar carotenoporphyrins. Thus, carotenoporphyrins appear to be valid synthetic systems for modeling in vivo carotenoid‐chlorophyll interactions.",
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