Syntheses of allene-modified derivatives of peridinin toward elucidation of the effective role of the allene function in high energy transfer efficiencies in photosynthesis

Peridinin is known as the main light-harvesting pigment in photosynthesis in the sea and exhibits exceptionally high energy transfer efficiencies to chlorophyll a. This energy transfer efficiency is thought to be related to the intricate structure of peridinin, which possesses allene and ylidenbuten...

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Published in:Organic & biomolecular chemistry 2009-01, Vol.7 (18), p.3723-3733
Main Authors: Kajikawa, Takayuki, Aoki, Kazuyoshi, Singh, Ram Shanker, Iwashita, Takashi, Kusumoto, Toshiyuki, Frank, Harry A, Hashimoto, Hideki, Katsumura, Shigeo
Format: Article
Language:English
Subjects:
Acetylene - chemistry
Alkadienes - chemistry
Alkadienes - metabolism
Alkenes - chemistry
Carotenoids - chemical synthesis
Carotenoids - chemistry
Carotenoids - metabolism
Chlorophyll - chemistry
Chlorophyll - metabolism
Energy Transfer
Models, Molecular
Photosynthesis
Protein Conformation
Solvents - chemistry
Spectrum Analysis
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Summary:Peridinin is known as the main light-harvesting pigment in photosynthesis in the sea and exhibits exceptionally high energy transfer efficiencies to chlorophyll a. This energy transfer efficiency is thought to be related to the intricate structure of peridinin, which possesses allene and ylidenbutenolide functions in the polyene backbone. There are, however, no studies on the relationship between the structural features of peridinin and its super ability for energy transfer. We then focused on the subjects of why peridinin possesses a unique allene group and how the allene function plays a role in the exceptionally high energy transfer. Toward elucidation of the exact role of the allene function, we now describe the syntheses of three relatively unstable allene-modified derivatives of peridinin along with the results of the Stark spectroscopy of peridinin and the synthesized peridinin derivatives.
ISSN:1477-0520
1477-0539
DOI:10.1039/b907456b