Bacterial fatty acid biosynthesis: Targets for antibacterial drug discovery

Annual Review of Microbiology

Volumn 55, Issue , 2001, Pages 305-332

  Campbell, J W ^a   Cronan J E , Jr ^a  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

Cerulenin; Diazoborine; Isoniazid; Thiolactomycin; Triclosan

Indexed keywords

ANTIINFECTIVE AGENT; CERULENIN; DIAZOBORINE; ETHIONAMIDE; ISONIAZID; THIOLACTOMYCIN; TRICLOSAN; UNCLASSIFIED DRUG;

ANTIBIOTIC RESISTANCE; ANTIFUNGAL ACTIVITY; BACTERIAL METABOLISM; DRUG ISOLATION; DRUG MECHANISM; FATTY ACID SYNTHESIS; NONHUMAN; PRIORITY JOURNAL; REVIEW;

ANTI-BACTERIAL AGENTS; BACTERIA; DRUG DELIVERY SYSTEMS; ENZYME INHIBITORS; FATTY ACIDS; MOLECULAR STRUCTURE;

BACTERIA (MICROORGANISMS);

EID: 0034780806     PISSN: 00664227     EISSN: None     Source Type: Book Series    
DOI: 10.1146/annurev.micro.55.1.305     Document Type: Review

References (127)

1. A Bacillus subtilis gene induced by cold shock encodes a membrane phospholipid desaturase
2. Structure of the biotinyl domain of acetylcoenzyme A carboxylase determined by MAD phasing
3. A mechanism of drug action revealed by structural studies of enoyl reductase
4. inhA, a gene encoding a target for isoniazid and ethionamide in Mycobacterium tuberculosis
5. Use of genomics and combinatorial chemistry in the development of new antimycobacterial drugs
6. The enoyl-[acyl carder protein] reductase (FabI) of Escherichia coli, which catalyzes a key regulatory step in fatty acid biosynthesis, accepts NADH and NADPH as cofactors and is inhibited by palmitoyl-CoA
7. Inhibition of biotin carboxylase by a reaction intermediate analog: Implications for the kinetic mechanism
8. β-hydroxythioester dehydrase
9. Resistance to trifluoroperazine, a calmodulin inhibitor, maps to the fabD locus in Escherichia coli
10. Mycobacterium phleii fatty acid synthetase - A bacterial multienzyme complex
11. Mitochondrial acyl carrier protein is involved in lipoic acid synthesis in Saccharomyces cerevisiae
12. Inhibition of unsaturated fatty acid synthesis in Escherichia coli by the antibiotic cerulenin
13. An allyl xanthate to dithiocarbonate rearrangement: Total synthesis of (5S)-thiolactomycin with revision of the absolute configuration of the natural product
14. An asymmetric synthesis of thiotetronic acids using chirality transfer via an allyl xanthate-to-dithiocarbonate rearrangement. X-ray crystal structure of (5R)-2,5-dihydro-4-hydroxy-5-methyl-3-phenyl-5-prop-1′-enyl-2- oxothiophene
15. The enzymatic biotinylation of proteins: A post-translational modification of exceptional specificity
16. Crystal structure of Streptococcus pneumoniae acyl carrier protein synthase: An essential enzyme in bacterial fatty acid biosynthesis
17. Identification and substrate specificity of β-ketoacyl-[acyl carrier protein] synthase III (mtFabH) from Mycobacterium tuberculosis
18. β-hydroxydecanoyl thio ester dehydrase does not catalyze a rate-limiting step in Escherichia coli unsaturated fatty acid synthesis
19. The E. coli bio operon: Transcriptional repression by an essential protein modification enzyme
20. Biosynthesis of membrane lipids
21. Inhibition of fatty acid synthesis by the antibiotic cerulenin. Specific inactivation of β-ketoacyl-acyl carrier protein synthetase
22. Comparison of fitness of two isolates of Mycobacterium tuberculosis, one of which had developed multi-drug resistance during the course of treatment
23. The 1.8 Å crystal structure and active-site architecture of β-ketoacyl-acyl carrier protein synthase III (FabH) from Escherichia coli
24. Overproduction of acetyl-CoA carboxylase activity increases the rate of fatty acid biosynthesis in Escherichia coli
25. Ethionamide activation and sensitivity in multidrug-resistant Mycobacterium tuberculosis
26. Molecular genetic analysis of enoyl-acyl carrier protein reductase inhibition by diazoborine
27. Crystal structure and function of the isoniazid target of Mycobacterium tuberculosis
28. Isolation and structure of antibiotic U-68,204, a new thiolactone
29. The dilemma of MDR-TB in the global era
30. The X-ray structure of Brassica napus β-keto acyl carrier protein reductase and its implications for substrate binding and catalysis
31. Holo-(acyl carrier protein) synthase and phosphopantetheinyl transfer in Escherichia coli
32. Thiolactomycin resistance in Escherichia coli is associated with the multidrug resistance efflux pump encoded by emrAB
33. β-ketoacyl-acyl cartier protein synthase II of Escherichia coli. Evidence for function in the thermal regulation of fatty acid synthesis
34. Structural, enzymatic, and genetic studies of β-ketoacyl-acyl carrier protein synthases I and II of Escherichia coli
35. On the origin of unsaturated fatty acids in Clostridia
36. Biotin carboxylase component of acetyl-CoA carboxylase from Escherichia coli
37. Carboxyltransferase component of acetyl-CoA carboxylase from Escherichia coli
38. Fatty acid and lipoic acid biosynthesis in higher plant mitochondria
39. Study of new antifungal antibiotic
40. Mechanism of action of the antibiotic thiolactomycin inhibition of fatty acid synthesis of Escherichia coli
41. Inhibition of fatty acid synthesis by the antibiotic thiolactomycin
42. Inhibition of the Staphylococcus aureus NADPH-dependent enoyl-acyl carrier protein reductase by triclosan and hexachlorophene
43. Enoyl-acyl carrier protein reductase (FabI) plays a determinant role in completing cycles of fatty acid elongation in Escherichia coli
44. Regulation of fatty acid elongation and initiation by acyl-acyl carrier protein in Escherichia coli
45. Roles of the FabA and FabZ β-hydroxyacyl-acyl carrier protein dehydratases in Escherichia coli fatty acid biosynthesis
46. A triclosan-resistant bacterial enzyme
47. Mechanism of triclosan inhibition of bacterial fatty acid synthesis
48. Broad spectrum antimicrobial biocides target the FabI component of fatty acid synthesis
49. Crystal structure of β-ketoacyl-acyl carrier protein synthase II from E. coli reveals the molecular architecture of condensing enzymes
50. Acetoacetyl-acyl carrier protein synthase. A target for the antibiotic thiolactomycin
51. Two thiolactones from Streptomyces Tu 2476
52. Mechanistic studies of the oxidation of isoniazid by the catalase peroxidase from Mycobacterium tuberculosis
53. Novel inhibitors of the condensing enzymes of the type II fatty acid synthase of pea Pisum sativum
54. A new metabolic link. The acyl carrier protein of lipid synthesis donates lipoic acid to the pyruvate dehydrogenase complex in Escherichia coli and mitochondria
55. β-ketoacyl-ACP synthase I of Escherichia coli: Nucleotide sequence of the fabB gene and identification of the cerulenin binding residue
56. The unmodified (apo) form of Escherichia coli acyl carrier protein is a potent inhibitor of cell growth
57. Thiolactomycin and related analogues as novel anti-mycobacterial agents targeting KasA and KasB condensing enzymes in Mycobacterium tuberculosis
58. Synthesis and antitumor activity of an inhibitor of fatty acid synthase
59. A new enzyme superfamily - The phosphopantetheinyl transferases
60. Contribution of kasA analysis to detection of isoniazid-resistant Mycobacterium tuberculosis in Singapore
61. Structure of a dehydratase-isomerase from the bacterial pathway for biosynthesis of unsaturated fatty acids: Two catalytic activities in one active site
62. Molecular basis of triclosan activity
63. The gene encoding the biotin carboxylase subunit of Escherichia coli acetyl-CoA carboxylase
64. The genes encoding the two carboxyltransferase subunits of Escherichia coli acetyl-CoA carboxylase
65. The dedB (usg) open reading frame of Escherichia coli encodes a subunit of acetyl-coenzyme A carboxylase
66. Reduced food intake and body weight in mice treated with fatty acid synthase inhibitors
67. The putative fabJ gene of Escherichia coli fatty acid synthesis is the fabF gene
68. Regulation of fatty acid biosynthesis in Escherichia coli
69. Genetic evidence that InhA of Mycobacterium smegmatis is a target for triclosan
70. Triclosan targets lipid synthesis
71. Overexpression of marA, soxS, or acrAB produces resistance to triclosan in laboratory and clinical strains of Escherichia coli
72. Biochemical and genetic data suggest that InhA is not the primary target for activated isoniazid in Mycobacterium tuberculosis
73. Inhibition of a Mycobacterium tuberculosis β-ketoacyl ACP synthase by isoniazid
74. NADH dehydrogenase defects confer isoniazid resistance and conditional lethality on Mycobacterium smegmatis
75. Thiolactomycin, a new antibitoic. IV. Biological properties and chemotherapeutic activity in mice
76. Structure of the complex between the antibiotic cerulenin and its target, β-ketoacyl-acyl carrier protein synthase
77. An Escherichia coli gene (FabZ) encoding (3R)-hydroxymyristoyl acyl carrier protein dehydrase. Relation to fabA and suppression of mutations in lipid A biosynthesis
78. Effect of side-chain structure on inhibition of yeast fatty-acid synthase by cerulenin analogues
79. Specialized fatty acid synthesis in African trypanosomes: Myristate for GPI anchors
80. Molecular mechanisms of multiple drug resistance in clinical isolates of Mycobacterium tuberculosis
81. Characterization of the catalase-peroxidase gene (katG) and inhA locus in isoniazid-resistant and -susceptible strains of Mycobacterium tuberculosis by automated DNA sequencing: Restricted array of mutations associated with drug resistance
82. Structure of thiolactomycin
83. Effect of thiolactomycin on the individual enzymes of the fatty acid synthase system in Escherichia coli
84. The action mechanism of cerulenin. I. Effect of cerulenin on sterol and fatty acid biosynthesis in yeast
85. Thiolactomycin, a new antibiotic. II. In vitro antibacterial activity
86. Thiolactomycin, a new antibiotic. I. Taxonomy of the producing organism, fermentation and biological properties
87. The X-ray crystal structure of β-ketoacyl-[acyl carrier protein] synthase I
88. The antibiotic cerulenin, a novel tool for biochemistry as an inhibitor of fatty acid synthesis
89. Thiotetromycin, a new antibiotic. Taxonomy, production, isolation, and physicochemical and biological properties
90. Inhibition of InhA, the enoyl reductase from Mycobacterium tuberculosis, by triclosan and isoniazid
91. Crystal structures of substrate binding to Bacillus subtilis holo-(acyl carrier protein) synthase reveal a novel trimeric arrangement of molecules resulting in three active sites
92. A mutant of Escherichia coli conditionally defective in the synthesis of holo-[acyl carrier protein]
93. Inhibition of β-ketoacyl-[acyl carrier protein] synthases by thiolactomycin and cerulenin: Structure and mechanism
94. Molecular basis for triclosan activity involves a flipping loop in the active site
95. Crystal structure of β-ketoacyl acyl carrier protein synthase III. A key condensing enzyme in bacterial fatty acid biosynthesis
96. Enzymatic characterization of the target for isoniazid in Mycobacterium tuberculosis
97. Solution structures of apo and holo biotinyl domains from acetyl coenzyme A carboxylase of Escherichia coli determined by triple-resonance nuclear magnetic resonance spectroscopy
98. Escherichia coli as a model for the regulation of dissociable (type II) fatty acid biosynthesis
99. Susceptibilities of oxyR regulon mutants of Escherichia coli and Salmonella typhimurium to isoniazid
100. Inhibitor binding studies on enoyl reductase reveal conformational changes related to substrate recognition
101. Modification of the NADH of the isoniazid target (InhA) from Mycobacterium tuberculosis
102. Thiolactomycin, a new antibiotic. II. Structure elucidation
103. Unsaturated fatty acids in microorganisms
104. A novel mechanism for the biosynthesis of unsaturated fatty acids
105. The Escherichia coli malonyl-CoA:acyl carrier protein transacylase at 1.5-Å resolution. Crystal structure of a fatty acid synthase component
106. Isolation and structure of citreothiolactone, a novel metabolite of Pennicillium citreo-viride B
107. The fabJ-encoded β-ketoacyl-[acyl carrier protein] synthase IV from Escherichia coli is sensitive to cerulenin and specific for short-chain substrates
108. Antimycobacterial action of thiolactomycin: An inhibitor of fatty acid and mycolic acid synthesis
109. Isoniazid affects multiple components of the type II fatty acid synthase system of Mycobacterium tuberculosis
110. Synthesis of 2-butenolide and tetronic acid analogues of thiolactomycin
111. A novel phosphopantetheine: Protein transferase activating yeast mitochondrial acyl carrier protein
112. Movement of the biotin carboxylase B-domain as a result of ATP binding
113. Isolation and characterization of the β-ketoacyl-acyl carrier protein synthase III gene (fabH) from Escherichia coli K-12
114. envM genes of Salmonella typhimurium and Escherichia coli
115. Genetic and biochemical analyses of Escherichia coli mutants altered in the temperature-dependent regulation of membrane lipid composition
116. Re-engineering ketoacyl synthase specificity
117. Inhibition of fatty acid synthetases by the antibiotic cerulenin
118. Inactivation of the inhA-encoded fatty acid synthase II (FASII) enoyl-acyl carrier protein reductase induces accumulation of the FASI end product and cell lysis of Mycobacterium smegmatis
119. Why do mitochondria synthesize fatty acids? Evidence for involvement in lipoic acid production
120. Nuclear-encoded proteins target to the plastid in Toxoplasma gondii and Plasmodium falciparum
121. Total synthesis of (+/-)-thiolactomycin
122. Kinetic and structural characteristics of the inhibition of enoyl (acyl carrier protein) reductase by triclosan
123. Exploring drag-induced alterations in gene expression in Mycobacterium tuberculosis by microarray hybridization
124. Mode of action of the antimycobacterial agents and associated aspects of the molecular biology of the mycobacteria
125. Comparison of the backbone dynamics of the apo- and holo-carboxy-terminal domain of the biotin carboxyl carrier subunit of Escherichia coli acetyl-CoA carboxylase
126. Transcriptional analysis of essential genes of the Escherichia coli fatty acid biosynthesis gene cluster by functional replacement with the analogous Salmonella typhimurium gene cluster
127. The catalase-peroxidase gene and isoniazid resistance of Mycobacterium tuberculosis