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- W1596952875 abstract "The ‘cord factor’ from Corynebacterium diphtheriae was fractionated by thin-layer chromatography of the trimethylsilyl derivatives into three main components: the true ‘cord factor’ B1 which has been described previously and two compounds, B2 and B3, containing 3-Oxo-acyl esters. These products were analyzed by mass spectrometry (field desorption/cationization and electron impact of the trimethylsilyl derivatives) and by chemical degradation.Compound B3 is a 6,6′-bis(3-oxo-acyl)-α-d-trehalose. The 3-oxo-acyl groups are mainly saturated species, branched at C-2, containing 24, 26, 28, 30 or 32 carbon atoms. The main component of B3 is the 6,6′-bis(3-oxo-2-tetradecyl-octadecanoyl)-α-d-trehalose.Compound B2 is a 6,6′-mixed ester of α-d-trehalose with the preceding 3-oxo acids and with corynomycolic acids. These latter contain an even number of carbon atoms from 24 to 32 and are a mixture of saturated, mono-unsaturated and di-unsaturated species. The main compound of B2 is 6-(3-oxo-2-tetradecyl-octadecanoyl)-6′-(3-hydroxy-2-tetradecyl-octadecanoyl)-α-d-trehalose.The metabolic implications of this structural study, together with results already published, suggest that condensation of the common fatty acids by a Claisen-like process via the oxo ester pathway may not be the only way for the synthesis of corynomycolic acids." @default.
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- W1596952875 date "1979-07-01" @default.
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- W1596952875 title "Occurrence of 3-Oxo-acyl Groups in the 6,6'-Diesters of alpha-d-Trehalose. New Glycolipids Related to Cord Factor from Corynebacterium diphtheriae" @default.
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- W1596952875 doi "https://doi.org/10.1111/j.1432-1033.1979.tb13166.x" @default.
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