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• W2016190837 abstract "A series of polysaccharides was derived by physical and chemical methods from an antigenic, O-acetyl-containing, glucuronoxylomannan (GXM), isolated from the growth medium of Cryptococcus neoformans (CDC B2550) serotype A-variant having composition ratios of Man:Xyl:GlcA:OAc = 10:4:3:6. 13C-N.m.r. spectra of derivatives provided new structural evidence for GXM. Treatment of GXM with Li in ethylenediamine gave a xylomannan (XM, with Man:Xyl = 5:2). Smith degradation of XM gave a mannan (M). Ultrasonic treatment of GXM gave GXM-sonicated (GXMS). Treatment of GXM with 3-(3-dimethylaminopropyl)-1-ethylcarbodiimide·HCl and then with NaBH4 gave reduced GXMS (RGXMS), or with aq. trifluoroacetic acid gave partially acid-hydrolyzed GXMS. Periodate oxidation of GXM and NaBH4 reduction of the product gave a polyalcohol-mannan (PM). Treatment of GXMS, RGXMS, and PM with NH4OH at pH 11 gave the respective O-deacetylated analogs. Comparison among the 13C-n.m.r. spetra of GXM, the various derivatives, and reference monosaccharides allowed the following conclusions: M is (1→3)-α-d-mannopyranan; XM consists of the M backbone with 91% of the Xyl on the nonadjacent Man residues as 2-O-β-d-Xylp substituents and with 9% as 4-O-d-Xylp substituents on other Man residues. GXM consists of the XM structure, but with non-d-xylosylated Man residues substituted with 2-O-β-d-GlcpA substituted and with 6-O-acetyl groups distributed approximately equally on Man residues that have other substituents and those that have none. The molecular mechanics program MM2 was used to estimate the relative energies of anomeric orientations of the typical glycosidic linkage in M. The results suggest that 6′-OH ----O-2 H-bondings is significant in the minimal-energy orientation of M, with φ = −36° and ψ = 51°, and that two other glycosidic orientations may be important in the 2-O- or 6-O-substituted derivatives of M." @default.
• W2016190837 created "2016-06-24" @default.
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• W2016190837 date "1988-01-01" @default.
• W2016190837 modified "2023-09-30" @default.
• W2016190837 title "Structure determination of Cryptococcus neoformans serotype A-variant glucuronoxylomannan by 13C-N.M.R. spectroscopy" @default.
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• W2016190837 doi "https://doi.org/10.1016/s0008-6215(00)90846-2" @default.
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