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Information on EC 3.3.2.13 - chorismatase for references in articles please use BRENDA:EC3.3.2.13
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EC Tree
IUBMB Comments The enzyme found in several bacterial species is involved in the biosynthesis of macrocyclic polyketides.
The expected taxonomic range for this enzyme is: Streptomyces hygroscopicus
Synonyms
chorismate/3,4-dihydroxycyclohexa-1,5-dienoate synthase, fkbO, rapK,
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chorismate/3,4-dihydroxycyclohexa-1,5-dienoate synthase
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fkbO
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gene name
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chorismate + H2O = (4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate
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chorismate pyruvate-hydrolase
The enzyme found in several bacterial species is involved in the biosynthesis of macrocyclic polyketides.
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chorismate + H2O
(4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate
chorismate + H2O
3,4-dihydroxycyclohexa-1,5-dienecarboxylate + pyruvate
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strict preference for chorismate
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additional information
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isochorismate is not accepted as a substrate
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chorismate + H2O
(4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate
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chorismate + H2O
(4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate
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chorismate + H2O
(4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate
chorismate + H2O
3,4-dihydroxycyclohexa-1,5-dienecarboxylate + pyruvate
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strict preference for chorismate
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?
chorismate + H2O
(4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate
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chorismate + H2O
(4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate
Q9KID9
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3-(2-carboxyethyl)benzoate
competitive inhibitor
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0.15
chorismate
wild type enzyme, in 100 mM Tris-HCl (pH 7.0), at 25°C
0.2
chorismate
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in deuterated potassium phosphate buffer (20 mM, pH 7.0), at 20°C
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17.6
chorismate
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in deuterated potassium phosphate buffer (20 mM, pH 7.0), at 20°C
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1.02
3-(2-carboxyethyl)benzoate
wild type enzyme, in 100 mM Tris-HCl (pH 7.0), at 25°C
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subsp. ascomyceticus
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brenda
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brenda
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UniProt
brenda
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FKBO_STRHY
344
0
36947
Swiss-Prot
RAPK_STRRN
Streptomyces rapamycinicus (strain ATCC 29253 / DSM 41530 / NRRL 5491 / AYB-994)
334
0
35793
Swiss-Prot
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in complex with 3-(2-carboxyethyl)benzoate, hanging drop vapor diffusion method, using 0.1 M 4-morpholineethanesulfonic acid (pH 6.5) and 20-25% (w/v) polyethylene glycol 4000
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F226A
the mutant shows 2.5% activity compared to the wild type enzyme
R228A
the mutant shows 224.5% activity compared to the wild type enzyme
Y215F
the mutant shows 12% activity compared to the wild type enzyme
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Ni-NTA affinity column chromatography
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Ni-NTA column chromatography
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Superdex 75 gel filtration
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expressed in Escherichia coli BL21(DE3) cells
expressed in Escherichia coli BL21-RPpL1SL2(DE3) cells
expressed in Escherichia coli BL21(DE3) cells
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expressed in Escherichia coli BL21(DE3) cells
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Hubrich, F.; Mordhorst, S.; Andexer, J.N.
Cinnamic acid derivatives as inhibitors for chorismatases and isochorismatases
Bioorg. Med. Chem. Lett.
23
1477-1481
2013
Streptomyces hygroscopicus subsp. ascomyceticus
brenda
Juneja, P.; Hubrich, F.; Diederichs, K.; Welte, W.; Andexer, J.N.
Mechanistic implications for the chorismatase FkbO based on the crystal structure
J. Mol. Biol.
426
105-115
2014
Streptomyces hygroscopicus subsp. ascomyceticus (Q9KID9)
brenda
Andexer, J.N.; Kendrew, S.G.; Nur-e-Alam, M.; Lazos, O.; Foster, T.A.; Zimmermann, A.S.; Warneck, T.D.; Suthar, D.; Coates, N.J.; Koehn, F.E.; Skotnicki, J.S.; Carter, G.T.; Gregory, M.A.; Martin, C.J.; Moss, S.J.; Leadlay, P.F.; Wilkinson, B.
Biosynthesis of the immunosuppressants FK506, FK520, and rapamycin involves a previously undescribed family of enzymes acting on chorismate
Proc. Natl. Acad. Sci. USA
108
4776-4781
2011
Streptomyces hygroscopicus subsp. ascomyceticus
brenda
Hubrich, F.; Mueller, M.; Andexer, J.N.
In vitro production and purification of isochorismate using a two-enzyme cascade
J. Biotechnol.
191
93-98
2014
Streptomyces hygroscopicus
brenda
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