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1 article(s) from Shingu, Yuko

An easy α-glycosylation methodology for the synthesis and stereochemistry of mycoplasma α-glycolipid antigens

Yoshihiro Nishida,
Yuko Shingu,
Yuan Mengfei,
Kazuo Fukuda,
Hirofumi Dohi,
Sachie Matsuda and
Kazuhiro Matsuda

Beilstein J. Org. Chem. 2012, 8, 629–639, doi:10.3762/bjoc.8.70

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Graphical Abstract

Figure 1: Absolute chemical structures of M. fermentans α-glycolipid antigens, GGPL-I and GGPl-III (GGPL: Gly...

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Scheme 1: An established synthetic pathway to α-glycosyl-sn-glycerols 4a and 5a. A reagent combination of CBr₄...

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Scheme 2: Syntheses of GGPL-I homologue I-a and its isomer I-b. Conditions: (a) K₂CO₃, CH₃OH; (b) cesium palm...

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Figure 2: ¹H NMR spectra of I-a and I-b (500 MHz, 25 °C, CDCl₃/CD₃OD 10:1). The assignment of sn-glycerol met...

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Figure 3: Distributions of gg, gt and tg-conformers in 3-substituted sn-glycerols at 11 mM in solutions of CD...

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Figure 4: Distributions of gg, gt and tg-conformers in 1-substituted sn-glycerols. In these sn-isomers, Φ1 an...

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Figure 5: A common conformational property of GGPL-I and DPPC. The tail lipid moiety favors two gauche-confor...

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Published 24 Apr 2012

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