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. 1985 Feb;161(2):795–798. doi: 10.1128/jb.161.2.795-798.1985

Occurrence of 2-keto-deoxyoctonic acid 5-phosphate in lipopolysaccharides of Vibrio cholerae Ogawa and Inaba.

H Brade
PMCID: PMC214959  PMID: 3968044

Abstract

A phosphorylated 2-keto-3-deoxyoctonic acid (KDO) was released from the lipopolysaccharides of Vibrio cholerae Ogawa and Inaba after strong acid hydrolysis. The phosphorylated KDO was identified by gas-liquid chromatography and mass spectrometry after reduction and permethylation as KDO-5-phosphate and an isomer of it being phosphorylated at position 7 or 8. After treatment with alkaline phosphatase, KDO was detected by gas-liquid chromatography and mass spectrometry. It was indistinguishable from authentic 2-keto-3-deoxy-D-manno-octonic acid.

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Selected References

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  1. Banoub J. H., Shaw D. H., Michon F. Hydrolytic release, and identification by g.l.c.-m.s., of 3-deoxy-D-manno-2-octulosonic acid in the lipopolysaccharides isolated from bacteria of the Vibrionaceae. Carbohydr Res. 1983 Nov 11;123(1):117–122. doi: 10.1016/0008-6215(83)88386-4. [DOI] [PubMed] [Google Scholar]
  2. Brade H., Galanos C. A method to detect 2-keto-3-deoxyoctanat and related compounds on pherograms and chromatograms. Anal Biochem. 1983 Jul 1;132(1):158–159. doi: 10.1016/0003-2697(83)90440-2. [DOI] [PubMed] [Google Scholar]
  3. Brade H., Galanos C. A new lipopolysaccharide antigen identified in Acinetobacter calcoaceticus: occurrence of widespread natural antibody. J Med Microbiol. 1983 May;16(2):203–210. doi: 10.1099/00222615-16-2-203. [DOI] [PubMed] [Google Scholar]
  4. Brade H., Galanos C. Common lipopolysaccharide specificity: new type of antigen residing in the inner core region of S- and R-form lipopolysaccharides from different families of gram-negative bacteria. Infect Immun. 1983 Oct;42(1):250–256. doi: 10.1128/iai.42.1.250-256.1983. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Brade H., Galanos C., Lüderitz O. Differential determination of the 3-Deoxy-D-mannooctulosonic acid residues in lipopolysaccharides of Salmonella minnesota rough mutants. Eur J Biochem. 1983 Mar 1;131(1):195–200. doi: 10.1111/j.1432-1033.1983.tb07249.x. [DOI] [PubMed] [Google Scholar]
  6. Galanos C., Lüderitz O., Westphal O. A new method for the extraction of R lipopolysaccharides. Eur J Biochem. 1969 Jun;9(2):245–249. doi: 10.1111/j.1432-1033.1969.tb00601.x. [DOI] [PubMed] [Google Scholar]
  7. HAKOMORI S. A RAPID PERMETHYLATION OF GLYCOLIPID, AND POLYSACCHARIDE CATALYZED BY METHYLSULFINYL CARBANION IN DIMETHYL SULFOXIDE. J Biochem. 1964 Feb;55:205–208. [PubMed] [Google Scholar]
  8. HANES C. S., ISHERWOOD F. A. Separation of the phosphoric esters on the filter paper chromatogram. Nature. 1949 Dec 31;164(4183):1107-12, illust. doi: 10.1038/1641107a0. [DOI] [PubMed] [Google Scholar]
  9. Hisatsune K., Kiuye A., Kondo S. A comparative study of the sugar composition of O-antigenic lipopolysaccharides isolated from Vibrio alginolyticus and Vibrio parahaemolyticus. Microbiol Immunol. 1981;25(2):127–136. doi: 10.1111/j.1348-0421.1981.tb00016.x. [DOI] [PubMed] [Google Scholar]
  10. Hisatsune K., Kondo S., Iguchi T., Machida M., Asou S., Inaguma M., Yamamoto F. Sugar composition of lipopolysaccharides of family Vibrionaceae. Absence of 2-keto-3-deoxyoctonate (KDO) except in Vibrio parahaemolyticus O6. Microbiol Immunol. 1982;26(8):649–664. doi: 10.1111/j.1348-0421.1982.tb00209.x. [DOI] [PubMed] [Google Scholar]
  11. Jackson G. D.F., Redmond J. W. Immunochemical studies of the O-antigens of Vibrio cholerae. The constitution of a lipopolysaccharide from V. cholerae 569B (Inaba). FEBS Lett. 1971 Feb 19;13(2):117–120. doi: 10.1016/0014-5793(71)80213-2. [DOI] [PubMed] [Google Scholar]
  12. Jann B., Jann K., Beyaert G. O. 2-Amino-2,6-dideoxy-d-glucose (D-quinovosamine): a constituent of the lipopolysaccharides of Vibrio cholerae. Eur J Biochem. 1973 Sep 3;37(3):531–534. doi: 10.1111/j.1432-1033.1973.tb03015.x. [DOI] [PubMed] [Google Scholar]
  13. Le Dur A., Caroff M., Chaby R., Szabó L. A novel type of endotoxin structure present in Bordetella pertussis. Isolation of two different polysaccharides bound to lipid A. Eur J Biochem. 1978 Mar 15;84(2):579–589. doi: 10.1111/j.1432-1033.1978.tb12201.x. [DOI] [PubMed] [Google Scholar]
  14. TREVELYAN W. E., PROCTER D. P., HARRISON J. S. Detection of sugars on paper chromatograms. Nature. 1950 Sep 9;166(4219):444–445. doi: 10.1038/166444b0. [DOI] [PubMed] [Google Scholar]

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