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PMID: 2834331 Published · ppublish English Journal Article

Analysis of lipopolysaccharide biosynthesis in Salmonella typhimurium and Escherichia coli by using agents which specifically block incorporation of 3-deoxy-D-manno-octulosonate.

Journal of bacteriology ·Vol. 170 ·No. 5 ·1988-05-00 ·Pages 2185-91

Goldman RC, Doran CC, Capobianco JO

Abstract

Antibacterial agents which specifically inhibit CTP:CMP-3-deoxy-D-manno-octulosonate cytidylyltransferase activity were used to block the incorporation of 3-deoxy-D-manno-octulosonate (KDO) into lipopolysaccharide. Lipopolysaccharide synthesis ceased, molecules similar in structure to lipid A accumulated, and bacterial growth ceased following addition of such agents to cultures of Salmonella typhimurium and Escherichia coli. Although four major species of lipid A accumulated in S. typhimurium, their kinetics of accumulation were different. The least polar of the major species was IVA [O-(2-amino-2-deoxy-beta-D-glucopyranosyl)-(1----6)-2-amino-2-deoxy-a lph a- D-glucose, acylated at positions 2, 3, 2', and 3' with beta-hydroxymyristoyl groups and bearing phosphates at positions 1 and 4'], a molecule previously isolated from bacteria containing a kdsA mutation (C. R. H. Raetz, S. Purcell, M. V. Meyer, N. Qureshi, and K. Takayama, J. Biol. Chem. 260:16080-16088, 1985). Species IVA accumulated first and to the greatest extent following addition of the inhibitor, with other more polar derivatives appearing only after IVA attained half its maximal level. In contrast, only two major species of precursor accumulated in E. coli following addition of the inhibitor. One of these species was identical to IVA from S. typhimurium on the basis of chemical composition, fast atom bombardment mass spectroscopy, and comigration on Silica Gel H, and it also accumulated prior to a more polar species of related structure. We conclude that the addition of KDO to precursor species IVA is the major pathway of lipid A-KDO formation in both S. typhimurium LT2 and E. coli and that accumulation of the more polar species lacking KDO only occurs in response to accumulation of species IVA following inhibition of the normal pathway.

MeSH Terms
Anti-Bacterial Agents/pharmacology Chemical Phenomena Chemistry Chromatography, DEAE-Cellulose Escherichia coli/drug effects,metabolism Kinetics Lipid A/analogs & derivatives,metabolism Lipopolysaccharides/biosynthesis Mass Spectrometry Nucleotidyltransferases/antagonists & inhibitors Prodrugs/pharmacology Salmonella typhimurium/drug effects,metabolism Sugar Acids/metabolism
Chemicals
Anti-Bacterial Agents Lipid A Lipopolysaccharides Prodrugs Sugar Acids 2-keto-3-deoxyoctonate Nucleotidyltransferases 3-deoxy-manno-octulosonate cytidyltransferase
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Goldman R C
Anti-Infective Research Division, Pharmaceutical Discovery, Abbott Laboratories, Illinois 60064.
Doran C C
Capobianco J O
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23 references, click to expand
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Article Info
Journal
Journal of bacteriology
Abbr.
J Bacteriol
ISSN
0021-9193
Published
1988-05-00
Pages
2185-91
Language
English
Region
United States
NLM ID
2985120R
PMCID
PMC211104
Subset
IM
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