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Information on EC 1.1.1.100 - 3-oxoacyl-[acyl-carrier-protein] reductase and Organism(s) Pseudomonas aeruginosa
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1.1.1.100 3-oxoacyl-[acyl-carrier-protein] reductaseIUBMB Comments
Exhibits a marked preference for acyl-carrier-protein derivatives over CoA derivatives as substrates.
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Word Map
- 1.1.1.100
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enoyl
- drug development
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transacylase
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3-oxoacyl-acyl-carrier-protein
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dehydrase
- enoyl-acp
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3-oxoacyl-acyl
- acyl-acps
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beta-hydroxyacyl-acp
- fas-ii
- 4'-phosphopantetheine
- synthesis
The taxonomic range for the selected organisms is: Pseudomonas aeruginosa
The enzyme appears in selected viruses and cellular organisms
The enzyme appears in selected viruses and cellular organisms
Reaction Schemes
Synonyms
beta-ketoacyl reductase, fabg1, beta-ketoacyl-acp reductase, fabg4, 3-oxoacyl-acp reductase, fabg3, beta-ketoacyl-acyl carrier protein reductase, 3-ketoacyl-acp reductase, fabg2, oar1p, 
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topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3-ketoacyl acyl carrier protein reductase
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3-ketoacyl-acyl carrier protein reductase
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3-oxoacyl-[ACP]reductase
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beta-ketoacyl acyl carrier protein (ACP) reductase
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beta-ketoacyl reductase
beta-ketoacyl thioester reductase
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beta-ketoacyl-ACP reductase
beta-ketoacyl-acyl carrier protein reductase
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beta-ketoacyl-[acyl-carrier protein] (ACP) reductase
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FabG
NADPH-specific 3-oxoacyl-[acylcarrier protein]reductase
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reductase, 3-oxoacyl-[acyl carrier protein]
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beta-ketoacyl reductase
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beta-ketoacyl-ACP reductase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY SOURCE
PATHWAYS
BRENDA
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-, -, -, -, -, -, -, -, -, -, -, -, -, -, -, -, -, -, -, -, -
SYSTEMATIC NAME
IUBMB Comments
(3R)-3-hydroxyacyl-[acyl-carrier protein]:NADP+ oxidoreductase
Exhibits a marked preference for acyl-carrier-protein derivatives over CoA derivatives as substrates.
CAS REGISTRY NUMBER
COMMENTARY
37250-34-3
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3-hydroxydecanoyl-N-acetylcysteamine + NADP+
3-oxodecanoyl-N-acetylcysteamine + NADPH + H+
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?
3-oxoacyl-[acyl-carrier protein] + NADPH + H+
(3R)-3-hydroxyacyl-[acyl-carrier protein] + NADP+
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?
acetoacetyl-CoA + NADPH + H+
3-hydroxybutyryl-CoA + NADP+
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?
additional information
?
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the beta-ketoacyl acyl carrier protein reductase activity of the fatty acid biosynthetic pathway is a determining factor of 3-oxo-homoserine lactone acyl chain lengths
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?
additional information
?
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the enzyme is essential in the rhamnolipid biosynthetic pathway of Pseudomonas aeruginosa
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?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
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the beta-ketoacyl acyl carrier protein reductase activity of the fatty acid biosynthetic pathway is a determining factor of 3-oxo-homoserine lactone acyl chain lengths
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?
additional information
?
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the enzyme is essential in the rhamnolipid biosynthetic pathway of Pseudomonas aeruginosa
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?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1,2,3,4,6-penta-O-galloyl-beta-D-glucose
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minimal inhibitory concentration 0.125 mg/ml
additional information
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FabG is inhibited by extract of galangal (rhizome of Alpinia officinarum). Minimum inhibitory concentration is above 1.28 mM
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additional information
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inhibition by leaf extracts from Acer platanoides, Acer campestre, Acer rubrum, Acer saccharum and Acer truncatum Bunge
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1
acetoacetyl-CoA
pH and temperature not specified in the publication
0.29
NADP+
with 3-hydroxydecanoyl-N-acetylcysteamine as cosubstrate, pH and temperature not specified in the publication
0.29
NADPH
with acetoacetyl-CoA as cosubstrate, pH and temperature not specified in the publication
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
physiological function
malfunction
deletion of the gene reduces the ability of Pseudomonas aeruginosa to produce several specific quorum-sensing signals. ORF mutant shows carbon utilization deficiency with D-turanose and N-acetyl-beta-D-mannosamine
malfunction
deletion of the gene reduces the ability of Pseudomonas aeruginosa to produce several specific quorum-sensing signals. ORF mutant shows carbon utilization deficiency with N-acetyl-beta-D-mannosamine and gelatin
physiological function
does not have key roles in fatty acid synthesis. ORF mutant shows carbon utilization deficiency with D-turanose and N-acetyl-beta-D-mannosamine
physiological function
does not have key roles in fatty acid synthesis. ORF mutant shows carbon utilization deficiency with N-acetyl-beta-D-mannosamine and gelatin
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). PDB
SCOP
CATH
UNIPROT
ORGANISM
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
116000
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recombinant enzyme, analytical ultracentrifugation, tetrameric at higher enzyme concentrations
29000
29000
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4 * 29000, SDS-PAGE, tetrameric at higher enzyme concentrations
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
tetramer
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4 * 29000, SDS-PAGE, tetrameric at higher enzyme concentrations
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
purified native and selenomethionine-labeled recombinant enzyme, hanging drop vapour diffusion method, 18°C, 2.5 mg/ml protein in 50 mm HEPES, pH 7.0, 5 mM Tris, pH 8.0, 0.15 mM ammonium sulfate, 6% PEG 4000, 0.1 M NaCl, 0.5 mM EDTA, and 0.5 mM DTT, mixed with reservoir solution containing 1 M HEPES, pH 7.0, 0.3 M ammonium sulfate, and 12% PEG 4000, plus 1 mM NADPH, X-ray diffraction structure determination and analysis at 2.3 A resolution
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
gene rhlG, expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) or, as selenomethionine-labeled variant in Escherichia coli strain B834 in minimal medium
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
drug development
drug development
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FabG is the antibacteria target of maple leaf extracts and tannic acid, and both reversible and irreversible inhibitions of FabG are important for the antibacterial effect
drug development
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galangal extract inhibits FabG, thereby displaying antibacterial ability
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Hoang, T.T.; Sullivan, S.A.; Cusick, J.K.; Schweizer, H.P.
beta-Ketoacyl acyl carrier protein reductase (FabG) activity of the fatty acid biosynthetic pathway is a determining factor of 3-oxo-homoserine lactone acyl chain lengths
Microbiology
148
3849-3856
2002
Pseudomonas aeruginosa
Miller, D.J.; Zhang, Y.M.; Rock, C.O.; White, S.W.
Structure of RhlG, an essential beta-ketoacyl reductase in the rhamnolipid biosynthetic pathway of Pseudomonas aeruginosa
J. Biol. Chem.
281
18025-18032
2006
Pseudomonas aeruginosa
Zhang, F.; Luo, S.Y.; Ye, Y.B.; Zhao, W.H.; Sun, X.G.; Wang, Z.Q.; Li, R.; Sun, Y.H.; Tian, W.X.; Zhang, Y.X.
The antibacterial efficacy of aceraceous plant may be related to inhibition of bacterial beta-ketoacyl-ACP reductase (FabG)
Biotechnol. Appl. Biochem.
51
73-78
2008
Escherichia coli, Pseudomonas aeruginosa, Staphylococcus epidermidis
Huang, H.; Wu, D.; Tian, W.X.; Ma, X.F.; Wu, X.D.
Antimicrobial effect by extracts of rhizome of Alpinia officinarum Hance may relate to its inhibition of beta-ketoacyl-ACP reductase
J. Enzyme Inhib. Med. Chem.
23
362-368
2008
Pseudomonas aeruginosa, Pseudomonas aeruginosa ATCC 27853, Staphylococcus aureus, Staphylococcus aureus ATCC 25923, Streptococcus pneumoniae, Streptococcus sp., synthetic construct
Wu, D.; Wu, X.D.; You, X.F.; Ma, X.F.; Tian, W.X.
Inhibitory effects on bacterial growth and b-ketoacyl-ACP reductase by different species of maple leaf extracts and tannic acid
Phytother. Res.
24
535-541
2009
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus 25001, Enterobacter cloacae, Enterobacter cloacae 45301, Enterococcus sp., Escherichia coli, Klebsiella aerogenes, Klebsiella aerogenes 45102, Klebsiella pneumoniae, Proteus vulgaris, Pseudomonas aeruginosa, Salmonella enterica subsp. enterica serovar Typhi, Salmonella enterica subsp. enterica serovar Typhi H901, Salmonella enterica subsp. enterica serovar Typhimurium, Serratia marcescens, Serratia marcescens 41002, Shigella dysenteriae, Shigella flexneri, Shigella sonnei, Shigella sonnei 51592, Staphylococcus aureus, Staphylococcus epidermidis
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Cukier, C.D.; Hope, A.G.; Elamin, A.A.; Moynie, L.; Schnell, R.; Schach, S.; Kneuper, H.; Singh, M.; Naismith, J.H.; Lindqvist, Y.; Gray, D.W.; Schneider, G.
Discovery of an allosteric inhibitor binding site in 3-oxo-acyl-ACP reductase from Pseudomonas aeruginosa
ACS Chem. Biol.
8
2518-2527
2013
Pseudomonas aeruginosa (O54438), Pseudomonas aeruginosa
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