Type Selective Inhibition of Microbial Fatty Acid Synthases by Thiolactomycin

Overview

Journal Arch Microbiol

Specialty Microbiology

Date 1993 Jan 1

PMID 8379811

Citations 4

Authors

N Arimura

T Kaneda

Affiliations

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Abstract

The antibiotic, thiolactomycin, is known to selectively inhibit the Type II straight-chain fatty acid synthase (monofunctional enzyme system, e.g. Escherichia coli enzyme) but not Type I straight-chain fatty acid synthase (multifunctional enzyme system, e.g. Saccharomyces cerevisiae enzyme). We have studied the effect of thiolactomycin on the branched-chain fatty acid synthases from Bacillus subtilis, Bacillus cereus, and Bacillus insolitus. Fatty acid synthase from all three Bacilli was not inhibited or only slightly inhibited by thiolactomycin. E. coli synthase, as expected, was strongly inhibited by thiolactomycin. Branched-chain fatty acid synthase from Bacillus species is a monofunctional enzyme system but, unlike Type II E. coli synthase, it is largely insensitive to thiolactomycin.

Citing Articles

Minimization of the Thiolactomycin Biosynthetic Pathway Reveals that the Cytochrome P450 Enzyme TlmF Is Required for Five-Membered Thiolactone Ring Formation.

Tang X, Li J, Moore B Chembiochem. 2017; 18(12):1072-1076.

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Response of Bacillus subtilis to cerulenin and acquisition of resistance.

Schujman G, Choi K, Altabe S, Rock C, de Mendoza D J Bacteriol. 2001; 183(10):3032-40.

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Intrinsic resistance to inhibitors of fatty acid biosynthesis in Pseudomonas aeruginosa is due to efflux: application of a novel technique for generation of unmarked chromosomal mutations for the study of efflux systems.

Schweizer H Antimicrob Agents Chemother. 1998; 42(2):394-8.

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In vivo and in vitro effects of thiolactomycin on fatty acid biosynthesis in Streptomyces collinus.

WALLACE K, Lobo S, Han L, McArthur H, Reynolds K J Bacteriol. 1997; 179(12):3884-91.

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References

Hayashi T, Yamamoto O, Sasaki H, Kawaguchi A, Okazaki H . Mechanism of action of the antibiotic thiolactomycin inhibition of fatty acid synthesis of Escherichia coli. Biochem Biophys Res Commun. 1983; 115(3):1108-13. DOI: 10.1016/s0006-291x(83)80050-3. View

ALBERTS A, Bell R, VAGELOS P . Acyl carrier protein. XV. Studies of -ketoacyl-acyl carrier protein synthetase. J Biol Chem. 1972; 247(10):3190-8. View

Jackowski S, Murphy C, Cronan Jr J, Rock C . Acetoacetyl-acyl carrier protein synthase. A target for the antibiotic thiolactomycin. J Biol Chem. 1989; 264(13):7624-9. View

Kaneda T . Iso- and anteiso-fatty acids in bacteria: biosynthesis, function, and taxonomic significance. Microbiol Rev. 1991; 55(2):288-302. PMC: 372815. DOI: 10.1128/mr.55.2.288-302.1991. View

Jensen S, Westlake D, Wolfe S . Cyclization of delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine to penicillins by cell-free extracts of Streptomyces clavuligerus. J Antibiot (Tokyo). 1982; 35(4):483-90. DOI: 10.7164/antibiotics.35.483. View

Kaneda T . Biosynthesis of branched long-chain fatty acids from the related short-chain -keto acid substrates by a cell-free system of Bacillus subtilis. Can J Microbiol. 1973; 19(1):87-96. DOI: 10.1139/m73-013. View

Kaneda T . Fatty acids in Bacillus larvae, Bacillus lentimorbus, and Bacillus popilliae. J Bacteriol. 1969; 98(1):143-6. PMC: 249915. DOI: 10.1128/jb.98.1.143-146.1969. View

Oku H, Kaneda T . Biosynthesis of branched-chain fatty acids in Bacillus subtilis. A decarboxylase is essential for branched-chain fatty acid synthetase. J Biol Chem. 1988; 263(34):18386-96. View

WAKIL S, STOOPS J, Joshi V . Fatty acid synthesis and its regulation. Annu Rev Biochem. 1983; 52:537-79. DOI: 10.1146/annurev.bi.52.070183.002541. View

10.

Kaneda T, Smith E, Naik D . Fatty acid composition and primer specificity of de novo fatty acid synthetase in Bacillus globispores, Bacillus insolitus, and Bacillus psychrophilus. Can J Microbiol. 1983; 29(12):1634-41. DOI: 10.1139/m83-250. View

11.

GREENSPAN M, ALBERTS A, VAGELOS P . Acyl carrier protein. 13. Beta-ketoacyl acyl carrier protein synthetase from Escherichia coli. J Biol Chem. 1969; 244(23):6477-85. View

12.

Noto T, Miyakawa S, Oishi H, Endo H, Okazaki H . Thiolactomycin, a new antibiotic. III. In vitro antibacterial activity. J Antibiot (Tokyo). 1982; 35(4):401-10. DOI: 10.7164/antibiotics.35.401. View

13.

Butterworth P, Bloch K . Comparative aspects of fatty acid synthesis in Bacillus subtilis and Escherichia coli. Eur J Biochem. 1970; 12(3):496-501. DOI: 10.1111/j.1432-1033.1970.tb00878.x. View

14.

Kaneda T . Fatty acids of the genus Bacillus: an example of branched-chain preference. Bacteriol Rev. 1977; 41(2):391-418. PMC: 414006. DOI: 10.1128/br.41.2.391-418.1977. View

15.

Volpe J, VAGELOS P . Mechanisms and regulation of biosynthesis of saturated fatty acids. Physiol Rev. 1976; 56(2):339-417. DOI: 10.1152/physrev.1976.56.2.339. View

16.

Kaneda T, Smith E . Relationship of primer specificity of fatty acid de novo synthetase to fatty acid composition in 10 species of bacteria and yeasts. Can J Microbiol. 1980; 26(8):893-8. DOI: 10.1139/m80-155. View