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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.
Oxidative Stress, Magnetic Resonance Spectroscopy, Molecular Structure, Apocarotenoids; Carotenoids; Cystofilobasidium capitatum; Cystofilobasidium infirmominiatum; 160-Hydroxytorulene; Oxidative stress; Red yeasts; Sap-flow; Torularhodinaldehyde; 1-H and 13-C 1D and 2D NMR Spectroscopy; fungi, Basidiomycota, Carotenoids, Chromatography, High Pressure Liquid
Oxidative Stress, Magnetic Resonance Spectroscopy, Molecular Structure, Apocarotenoids; Carotenoids; Cystofilobasidium capitatum; Cystofilobasidium infirmominiatum; 160-Hydroxytorulene; Oxidative stress; Red yeasts; Sap-flow; Torularhodinaldehyde; 1-H and 13-C 1D and 2D NMR Spectroscopy; fungi, Basidiomycota, Carotenoids, Chromatography, High Pressure Liquid
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