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 Moore; René V. Bensasson; Thomas Moore; Devens Gust

doi:10.1111/j.1751-1097.1982.tb09484.x

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 Moore, René V. Bensasson, Thomas Moore, Devens Gust

Research output: Contribution to journal › Article › peer-review

37 Scopus citations

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 language	English (US)
Pages (from-to)	641-645
Number of pages	5
Journal	Photochemistry and photobiology
Volume	36
Issue number	6
DOIs	https://doi.org/10.1111/j.1751-1097.1982.tb09484.x
State	Published - Dec 1982

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry

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title = "MIMICRY OF CAROTENOID FUNCTION IN PHOTOSYNTHESIS: SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF A CAROTENOPYROPHEOPHORBIDE",

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.",

author = "Liddeli, {Paul A.} and Nemeth, {Gregory A.} and Lehman, {William R.} and Joy, {Anna M.} and Ana Moore and Bensasson, {Ren{\'e} V.} and Thomas Moore and Devens Gust",

year = "1982",

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doi = "10.1111/j.1751-1097.1982.tb09484.x",

language = "English (US)",

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AU - Liddeli, Paul A.

AU - Nemeth, Gregory A.

AU - Lehman, William R.

AU - Joy, Anna M.

AU - Moore, Ana

AU - Bensasson, René V.

AU - Moore, Thomas

AU - Gust, Devens

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AB - 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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MIMICRY OF CAROTENOID FUNCTION IN PHOTOSYNTHESIS: SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF A CAROTENOPYROPHEOPHORBIDE

Abstract

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