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PMID: 4764262 Published · ppublish English Journal Article

O-methyl sugars in lipopolysaccharides of Rhodospirillaceae. Identification of 3-O-methyl-D-mannose in Rhodopseudomonas viridis and of 4-O-methyl-D-xylose and 3-O-methyl-6-deoxy-D-talose in Rhodopseudomonas palustris respectively.

The Biochemical journal ·Vol. 135 ·No. 2 ·1973-10-00 ·Pages 293-7

Weckesser J, Mayer H, Fromme I

Abstract

1. This paper deals with the identification of three O-methyl sugars in lipopolysaccharides isolated from strains of the Gram-negative photosynthetic family Rhodospirillaceae. In addition to the previously described 3-O-methyl-l-xylose, a second O-methyl sugar was encountered in the lipopolysaccharide of Rhodopseudomonas viridis F, namely 3-O-methyl-d-mannose. The lipopolysaccharides of two strains of Rhodopseudomonas palustris (strain 1e5 and 8/1) contain two O-methylsugars, 4-O-methyl-d-xylose and 3-O-methyl-6-deoxy-d-talose (d-acovenose). 4-O-Methyl-d-xylose, but not 3-O-methyl-6-deoxy-d-talose, could be identified in the lipopolysaccharides of the strains K/1 and 2/2 of the same species. 2. The O-methyl sugars described in this communication were isolated by paper chromatography and identified by g.l.c., paper chromatography, high-voltage electrophoresis and mass spectrometry. Besides the genuine sugars, their alditol acetates and their demethylated (parental) forms were investigated. Optical rotation measurements and, in one case, enzymic reactions were used to establish the optical configuration of the sugars under investigation.

MeSH Terms
Chromatography, Paper Deoxy Sugars/analysis Electrophoresis Hexoses/analysis Hydrolysis Lipopolysaccharides/analysis Mannose/analysis Mass Spectrometry Methylglycosides/analysis Optical Rotation Rhodopseudomonas/analysis Xylose/analysis
Chemicals
Deoxy Sugars Hexoses Lipopolysaccharides Methylglycosides 3-O-methyl-6-deoxy-D-talose Xylose Mannose
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Weckesser J
Mayer H
Fromme I
References (15)
15 references, click to expand
  1. Immunochemistry of O and R antigens of Salmonella and related Enterobacteriaceae.
    Bacteriol Rev. 1966 Mar;30(1):192-255 PMID: 5324647
  2. 3-O-methyl-D-mannose from Streptomyces griseus.
    Biochem J. 1966 Jan;98(1):15-8 PMID: 5938638
  3. 4-amino-4,6-dideoxyhexoses isolated from lipopolysaccharides of Escherichia coli.
    Eur J Biochem. 1967 Jul;2(1):26-31 PMID: 4865563
  4. [6-desoxy-L-idose, 6-desoxy-L-sorbose, and 6-desoxy-L-psicose].
    Helv Chim Acta. 1967 Dec 11;50(8):2280-7 PMID: 5591005
  5. Mass spectrometry of carbohydrate derivatives.
    Adv Carbohydr Chem Biochem. 1966;21:39-93 PMID: 4891030
  6. The identification of 3-O-methyl-L-rhamnose (L-acofriose) as constituent of the lipopolysaccharide of Rhodopseudomonas capsulata.
    Eur J Biochem. 1970 Sep;16(1):158-60 PMID: 5456127
  7. Occurrence of 3-O-methylmannose in lipopolysaccharides of Klebsiella and Escherichia coli.
    Biochim Biophys Acta. 1970 Jul 21;215(1):189-91 PMID: 4321962
  8. The occurrence of 4-amino-4-deoxy-L-arabinose as a constituent in Salmonella lipopolysaccharide preparations.
    Eur J Biochem. 1970 Dec;17(2):223-9 PMID: 5500390
  9. Structural studies on the lipopolysaccharide from Klebsiella K73-O10. I. Methylation analysis, identification and location of 3-O-methyl-L-rhamnose.
    Acta Chem Scand. 1970;24(9):3414-5 PMID: 5501729
  10. Biosynthesis of a mycobacterial lipopolysaccharide. Properties of the polysaccharide methyltransferase.
    J Biol Chem. 1970 Aug 25;245(16):4213-23 PMID: 5503262
  11. [Studies on the mycoside C 2 of the Mycobacterium avium. Structure determination].
    Eur J Biochem. 1971 Jul 29;21(2):285-91 PMID: 5563368
  12. The identification of 3-O-methyl-D-xylose and 3-O-methyl-L-xylose as constituents of the lipopolysaccharides of Myxococcus fulvus and Rhodopseudomonas viridis, respectively.
    Eur J Biochem. 1971 Dec 22;24(1):112-5 PMID: 5138643
  13. Chemical analysis of and degradation studies on the cell wall lipopolysaccharide of Rhodopseudomonas capsulata.
    J Bacteriol. 1972 Mar;109(3):1106-13 PMID: 5062340
  14. Characterization of 3-O-methylmannose from Coccidioides immitis.
    Infect Immun. 1971 Nov;4(5):660-1 PMID: 5154900
  15. Detection of sugars on paper chromatograms.
    Nature. 1950 Sep 9;166(4219):444-5 PMID: 14775715
Article Info
Journal
The Biochemical journal
Abbr.
Biochem J
ISSN
0264-6021
Published
1973-10-00
Pages
293-7
Language
English
Region
England
NLM ID
2984726R
PMCID
PMC1165822
Subset
IM
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