Phenolic glycolipids of Mycobacterium bovis

New structures and synthesis of a corresponding seroreactive neoglycoprotein

D. Chatterjee, C. M. Bozic, C. Knisley, Sangnae Cho, P. J. Brennan

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

The glycolipid that characterizes the majority of isolates of Mycobacterium bovis and that has come to be known as M. bovis-identifying lipid is the phenolic glycolipid mycoside B described in the literature by others. However, when mycoside B obtained from M. bovis BCG, field isolates, and infected tissues was examined in detail, it was shown to be different from that described in the literature in some important respects. In particular, the glycosyl substituent is 2-O-methyl-α-L-rhamnopyranose rather than 2-O-methyl-β-D-rhamnopyranose. With this information, a seroreactive neoglycoprotein (neoantigen) containing the 2-O-methyl-α-L-rhamnopyranosyl substituent suitable for the serodiagnosis of bovine tuberculosis was synthesized. M. bovis also contains other minor seroreactive phenolic glycolipids, one of which is a deacylated form of mycoside B and another of which contains an α-L-rhamnopyranosyl unit rather than 2-O-methyl-α-L-rhamnopyranose.

Original languageEnglish
Pages (from-to)322-330
Number of pages9
JournalInfection and Immunity
Volume57
Issue number2
Publication statusPublished - 1989 Jan 1

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Glycolipids
Mycobacterium bovis
Glycoproteins
Bovine Tuberculosis
Serologic Tests
Lipids
mycoside B

All Science Journal Classification (ASJC) codes

  • Immunology

Cite this

Chatterjee, D. ; Bozic, C. M. ; Knisley, C. ; Cho, Sangnae ; Brennan, P. J. / Phenolic glycolipids of Mycobacterium bovis : New structures and synthesis of a corresponding seroreactive neoglycoprotein. In: Infection and Immunity. 1989 ; Vol. 57, No. 2. pp. 322-330.
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Phenolic glycolipids of Mycobacterium bovis : New structures and synthesis of a corresponding seroreactive neoglycoprotein. / Chatterjee, D.; Bozic, C. M.; Knisley, C.; Cho, Sangnae; Brennan, P. J.

In: Infection and Immunity, Vol. 57, No. 2, 01.01.1989, p. 322-330.

Research output: Contribution to journalArticle

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