Chirality of plectaniaxanthin |
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Authors: | Harald Røonneberg Gunner Borch Richard Buchecker Noel Arpin Synnøve Liaaen-Jensen |
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Affiliation: | 1. Chemistry Department A, The Technical University of Denmark, DK-2800 Lyngby, Denmark;2. Laboratoire de Mycologie associé au C.N.R.S., Service de Phytochimie, Faculté des Sciences, Lyon, France |
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Abstract: | The chirality of plectaniaxanthin, a carotenoid vic. glycol from Plectania coccinea, could not be determined by the modified Horeau method. Chiroptical correlation of plectaniaxanthin acetonide and (2′S)-16′, 17′-dinorplectaniaxanthin acetonide was taken as proof of 2′R chirality for natural plectaniaxanthin and its mono- and diesters. The synthesis of the chiral model carotenoid was effected from d-mannitol via 2, 3-O-isopropylidene-d-glyceraldehyde as key synthon. |
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Keywords: | Ascomycetes chirality characteristic carotenoid plectaniaxanthin (2′R)-3′, 4′-didehydro-1′, 2′-dihydro-β, γ-carotene-1′, 2′-diol. |
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