Intermediates in the oxidative pathway from torulene to torularhodin in the red yeasts Cystofilobasidium infirmominiatum and C. capitatum (Heterobasidiomycetes, Fungi)
Autor: | Paolo Davoli, Stephanie Herz, Adele Mucci, Roland W.S. Weber, Heidrun Anke |
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Jazyk: | angličtina |
Rok vydání: | 2007 |
Předmět: |
Magnetic Resonance Spectroscopy
Plant Science Oxidative phosphorylation Horticulture Biology Biochemistry Torulene Chemical synthesis Pigment chemistry.chemical_compound Duroquinone Biosynthesis Sap-flow Torularhodinaldehyde Molecular Biology Carotenoid Chromatography High Pressure Liquid Apocarotenoids chemistry.chemical_classification Cystofilobasidium infirmominiatum Molecular Structure Red yeasts Basidiomycota Carotenoids Cystofilobasidium capitatum 160-Hydroxytorulene Oxidative stress 1-H and 13-C 1D and 2D NMR Spectroscopy fungi General Medicine Oxidative Stress Heterobasidiomycetes chemistry visual_art visual_art.visual_art_medium |
Popis: | Two red Cystofilobasidium spp. isolated from spring sap-flows of Betula pendula were analysed for their carotenoid content. In Cystofilobasidium infirmominiatum, three unusual pigments were detected and identified by structure elucidation as oxidised torulene derivatives. These included 16'-hydroxytorulene and torularhodinaldehyde, two carotenoids known so far only from chemical synthesis or as postulated biosynthetic intermediates en route to torularhodin. Unprecedented formation of beta-apo-2'-carotenal was also observed. The production of these pigments in pure culture was dependent on enhanced oxidative stress caused by cultivation in well-aerated (indented) flasks with or without 2% ethanol (16'-hydroxytorulene), or with 100 microM duroquinone (torularhodinaldehyde and beta-apo-2'-carotenal). Among these three pigments, only 16'-hydroxytorulene was detected in C. capitatum. Torularhodin, a common end product of carotenoid oxidation in red yeasts, was not produced by either species under any incubation conditions. Biosynthetic aspects of incomplete oxidation of torulene by these Cystofilobasidium spp. are discussed. |
Databáze: | OpenAIRE |
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