Synthesis of the Trisaccharide-Protein Conjugate of the Phenolic Glycolipid of Mycobacterium tuberculosis for the Serodiagnosis of Tuberculosis(Organic Chemistry)

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概要

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• The trisaccharide segment of the phenolic glicolipid (PGL) of Mycobacterium tuberculosis, 2-O-methyl-3-O-[3-O-(2,3,4-tri-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-rhamnopyranose, was synthesized in the form of the p-(2-methoxycarbonylethyl)phenyl glycoside by a stepwise condensation. 2,4-Di-O-benzyl-3-O-acetyl-α-L-rhamnopyranosyl chloride was coupled to p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-α-L-rhamnopyranoside in the presence of silver triflate, and 2,3,4-tri-O-methyl-α-L-rhamnopyranosyl chloride was then coupled to the deacetylated disaccharide by the same procedure. the trisaccharide was deblocked and coupled to BSA, giving the neoglycoconjugate TB-NT-P-BSA. TB-NT-P-BSA showed its possibility as a useful tool for the serodiagonosis of tuberculosis.

• 社団法人日本農芸化学会の論文
• 1991-08-23

著者

• Fujiwara Tsuyoshi

  Institute For Natural Science Nara University

関連論文

• Synthesis of the Trisaccharide-Protein Conjugate of the Phenolic Glycolipid of Mycobacterium tuberculosis for the Serodiagnosis of Tuberculosis(Organic Chemistry)

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