An n.m.r. and conformational analysis of the terminal trisaccharide from the serologically active glycolipid of Mycobacterium leprae in different solvents.

@article{Bock1990AnNA,
  title={An n.m.r. and conformational analysis of the terminal trisaccharide from the serologically active glycolipid of Mycobacterium leprae in different solvents.},
  author={Klaus Bock and Torsten Hvidt and J. R. Marino-albernas and vicente Verez-Bencomo},
  journal={Carbohydrate research},
  year={1990},
  volume={200},
  pages={
          33-45
        }
}
11 Citations
Synthesis of the oligosaccharide segment of a novel phenolic glycolipid antigen from Mycobacterium haemophilum
TLDR
The synthesis of the trisaccharide segment from Mycobacterium haemophilum phenolic glucolipid has been described and the high degrees of α-selectivity in both the coupling reactions were substantiated by using 1H NMR, 13C NMR and partially decoupled 13CNMR spectral studies.
Developments in the Synthesis of Mycobacterial Phenolic Glycolipids
TLDR
The interaction of these mycobacterial phenolic glycolipids with the human immune system, as established using these well‐defined pure compounds, are outlined.
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References

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Chemical synthesis and serology of disaccharides and trisaccharides of phenolic glycolipid antigens from the leprosy bacillus and preparation of a disaccharide protein conjugate for serodiagnosis of leprosy
TLDR
The 3,6-di-O-methyl-beta-D-glucopyranosyl substituent was recognized as the primary antigen determinant in phenolic glycolipid I and shown to be highly active in the serodiagnosis of leprosy.
The Allyl Group for Protection in Carbohydrate Chemistry, Part 14.1 Synthesis of 2, 3-Di-O-Methyl-4-O-(3, 6-Di-O-Methyl-β-D-Glucopyranosyl)-L-Rhamnopyranose (and its α-Propyl Glycoside): A Haptenic Portion of the Major Glycolipid from Mycobacterium Leprae
Abstract 3, 6-Di-O-methyl-d-glucose was prepared via 5-O-allyl-1, 2-O-isopropylidene-3-O-methyl-αd-glucofuranose and was converted into 2, 4-di-O-acetyl-3, 6-di-o-methyl-dD-glucopyranosy 1 chloride.
An Improved Method for the Synthesis of 3.6-Di-O-Methyl-D-Glucose: Preparation of the Neo-Glycoprotein Containing 3,6-Di-O-Methyl-β-D-Glucopyranosyl-Groups
Abstract 3,6-Di-O-methyl-D-glucose, the non-reducing terminal sugar of the phenolic glycolipid-I, elaborated by Mycobacterium leprae, has been synthesized by a simple procedure and in high yield.
Synthesis of 4-O-β-D-Glucopyranosyl-L-rhamnopyranose
4-O-(β-D-Glucopyranosyl)-L-rhamnose (scillabiose) has been synthesized in 55% yield by condensation of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide with methyl
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