Literature DB >> 11959552

A missense mutation in the fabB (beta-ketoacyl-acyl carrier protein synthase I) gene confers tiolactomycin resistance to Escherichia coli.

Suzanne Jackowski1, Yong-Mei Zhang, Allen C Price, Stephen W White, Charles O Rock.   

Abstract

Thiolactomycin (TLM) is an antibiotic that inhibits bacterial type II fatty acid synthesis at the condensing enzyme step, and beta-ketoacyl-acyl carrier protein synthase I (FabB) is the relevant target in Escherichia coli. TLM resistance is associated with the upregulation of efflux pumps. Therefore, a tolC knockout mutant (strain ANS1) was constructed to eliminate the contribution of type I secretion systems to TLM resistance. Six independent TLM-resistant clones of strain ANS1 were isolated, and all possessed the same missense mutation in the fabB gene (T1168G) that directed the expression of a mutant protein, FabB(F390V). FabB(F390V) was resistant to TLM in vitro. Leucine is the only other amino acid found at position 390 in nature, and the Staphylococcus aureus FabF protein, which contains this substitution, was sensitive to TLM. Structural modeling predicted that the CG2 methyl group of the valine side chain interfered with the positioning of the C11 methyl on the isoprenoid side chain of TLM in the binary complex, whereas the absence of a bulky methyl group on the leucine side chain permitted TLM binding. These data illustrate that missense mutations that introduce valine at position 390 confer TLM resistance while maintaining the vital catalytic properties of FabB.

Entities:  

Mesh:

Substances:

Year:  2002        PMID: 11959552      PMCID: PMC127160          DOI: 10.1128/AAC.46.5.1246-1252.2002

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN: 0066-4804            Impact factor:   5.191


  38 in total

1.  Crystal structure of the bacterial membrane protein TolC central to multidrug efflux and protein export.

Authors:  V Koronakis; A Sharff; E Koronakis; B Luisi; C Hughes
Journal:  Nature       Date:  2000-06-22       Impact factor: 49.962

Review 2.  Type I secretion and multidrug efflux: transport through the TolC channel-tunnel.

Authors:  S K Buchanan
Journal:  Trends Biochem Sci       Date:  2001-01       Impact factor: 13.807

3.  Response of Bacillus subtilis to cerulenin and acquisition of resistance.

Authors:  G E Schujman; K H Choi; S Altabe; C O Rock; D de Mendoza
Journal:  J Bacteriol       Date:  2001-05       Impact factor: 3.490

4.  Thiolactomycin and related analogues as novel anti-mycobacterial agents targeting KasA and KasB condensing enzymes in Mycobacterium tuberculosis.

Authors:  L Kremer; J D Douglas; A R Baulard; C Morehouse; M R Guy; D Alland; L G Dover; J H Lakey; W R Jacobs; P J Brennan; D E Minnikin; G S Besra
Journal:  J Biol Chem       Date:  2000-06-02       Impact factor: 5.157

5.  Reduced food intake and body weight in mice treated with fatty acid synthase inhibitors.

Authors:  T M Loftus; D E Jaworsky; G L Frehywot; C A Townsend; G V Ronnett; M D Lane; F P Kuhajda
Journal:  Science       Date:  2000-06-30       Impact factor: 47.728

6.  Inhibition of fatty acid synthesis by the antibiotic cerulenin. Specific inactivation of beta-ketoacyl-acyl carrier protein synthetase.

Authors:  G D'Agnolo; I S Rosenfeld; J Awaya; S Omura; P R Vagelos
Journal:  Biochim Biophys Acta       Date:  1973-11-29

7.  Inhibition of fatty acid synthetases by the antibiotic cerulenin.

Authors:  D Vance; I Goldberg; O Mitsuhashi; K Bloch
Journal:  Biochem Biophys Res Commun       Date:  1972-08-07       Impact factor: 3.575

8.  Inhibition of beta-ketoacyl-acyl carrier protein synthases by thiolactomycin and cerulenin. Structure and mechanism.

Authors:  A C Price; K H Choi; R J Heath; Z Li; S W White; C O Rock
Journal:  J Biol Chem       Date:  2000-10-24       Impact factor: 5.157

9.  Antimycobacterial action of thiolactomycin: an inhibitor of fatty acid and mycolic acid synthesis.

Authors:  R A Slayden; R E Lee; J W Armour; A M Cooper; I M Orme; P J Brennan; G S Besra
Journal:  Antimicrob Agents Chemother       Date:  1996-12       Impact factor: 5.191

10.  Synthesis and antitumor activity of an inhibitor of fatty acid synthase.

Authors:  F P Kuhajda; E S Pizer; J N Li; N S Mani; G L Frehywot; C A Townsend
Journal:  Proc Natl Acad Sci U S A       Date:  2000-03-28       Impact factor: 11.205

View more
  15 in total

1.  Structure-activity relationships at the 5-position of thiolactomycin: an intact (5R)-isoprene unit is required for activity against the condensing enzymes from Mycobacterium tuberculosis and Escherichia coli.

Authors:  Pilho Kim; Yong-Mei Zhang; Gautham Shenoy; Quynh-Anh Nguyen; Helena I Boshoff; Ujjini H Manjunatha; Michael B Goodwin; John Lonsdale; Allen C Price; Darcie J Miller; Ken Duncan; Stephen W White; Charles O Rock; Clifton E Barry; Cynthia S Dowd
Journal:  J Med Chem       Date:  2006-01-12       Impact factor: 7.446

2.  FabH mutations confer resistance to FabF-directed antibiotics in Staphylococcus aureus.

Authors:  Joshua B Parsons; Jiangwei Yao; Matthew W Frank; Charles O Rock
Journal:  Antimicrob Agents Chemother       Date:  2014-11-17       Impact factor: 5.191

3.  Identification of cellular targets of a series of boron heterocycles using TIPA II-A sensitive target identification platform.

Authors:  Matthew S Ward; Isba Silva; Walfre Martinez; Jameka Jefferson; Shakila Rahman; Jeanie M Garcia; Divya Kanichar; Lance Roppiyakuda; Ewa Kosmowska; Michelle A Faust; Kim P Tran; Felicia Chow; Elena Buglo; Feimeng Zhou; Michael P Groziak; H Howard Xu
Journal:  Bioorg Med Chem       Date:  2016-06-04       Impact factor: 3.641

4.  The genome of a Bacteroidetes inhabitant of the human gut encodes a structurally distinct enoyl-acyl carrier protein reductase (FabI).

Authors:  Christopher D Radka; Matthew W Frank; Jiangwei Yao; Jayaraman Seetharaman; Darcie J Miller; Charles O Rock
Journal:  J Biol Chem       Date:  2020-04-21       Impact factor: 5.157

5.  Antibacterial Diamines Targeting Bacterial Membranes.

Authors:  Bo Wang; Boobalan Pachaiyappan; Jordon D Gruber; Michael G Schmidt; Yong-Mei Zhang; Patrick M Woster
Journal:  J Med Chem       Date:  2016-03-28       Impact factor: 7.446

Review 6.  Bacterial fatty acid metabolism in modern antibiotic discovery.

Authors:  Jiangwei Yao; Charles O Rock
Journal:  Biochim Biophys Acta Mol Cell Biol Lipids       Date:  2016-09-23       Impact factor: 4.698

7.  Slow onset inhibition of bacterial beta-ketoacyl-acyl carrier protein synthases by thiolactomycin.

Authors:  Carl A Machutta; Gopal R Bommineni; Sylvia R Luckner; Kanishk Kapilashrami; Bela Ruzsicska; Carlos Simmerling; Caroline Kisker; Peter J Tonge
Journal:  J Biol Chem       Date:  2009-12-16       Impact factor: 5.157

8.  The Lactococcus lactis FabF fatty acid synthetic enzyme can functionally replace both the FabB and FabF proteins of Escherichia coli and the FabH protein of Lactococcus lactis.

Authors:  Rachael M Morgan-Kiss; John E Cronan
Journal:  Arch Microbiol       Date:  2008-06-04       Impact factor: 2.552

Review 9.  Bacterial lipids: metabolism and membrane homeostasis.

Authors:  Joshua B Parsons; Charles O Rock
Journal:  Prog Lipid Res       Date:  2013-03-14       Impact factor: 16.195

10.  Bacterial fatty acid synthesis and its relationships with polyketide synthetic pathways.

Authors:  John E Cronan; Jacob Thomas
Journal:  Methods Enzymol       Date:  2009       Impact factor: 1.600

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.