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Information on EC 5.3.99.10 - thiazole tautomerase for references in articles please use BRENDA:EC5.3.99.10Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
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The expected taxonomic range for this enzyme is: Bacillus subtilis
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2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate = 2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate
2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate = 2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate
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2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate = 2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate
reaction mechanism, overview
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thiazole biosynthesis II (aerobic bacteria)
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2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate isomerase
The enzyme catalyses the irreversible aromatization of the thiazole moiety of 2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate.
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tenI
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gene name
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gene tenI
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brenda
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metabolism
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TenI is involved in the thiamin thiazole biosynthesis. In Bacillus subtilis, the thiazole tautomer (R,Z)-2-(2-carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphate is formed by an oxidative condensation of glycine, 1-deoxy-D-xylulose-5-phosphate, and cysteine
physiological function
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TenI shows no thiamin phosphate synthase activity, but functionsas a thiazole tautomerase, substrates phosphate and histidine 122 act as the acid/base residues involved in catalysis, reaction mechanism, overview. TenI does not affect glycine oxidase, thiamin phosphate synthase, or ThiS-COSH formation
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2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate
2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate
2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate
2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate
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ir
2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate
2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate
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reversibility analysis by NMR
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ir
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2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate
2-(2-carboxy-4-methylthiazol-5-yl)ethyl phosphate
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ir
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Bacillus subtilis (strain 168)
Bacillus subtilis (strain 168)
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enzyme TenI complexed with its reaction product cThz-P bound in the active site, hanging drop vapor diffusion method, liand-free TenI is grown from 1.65 to 1.75 M ammonium sulfate, 100 mM bicine, pH 8.7, 9.6, 2% PEG 400 w/v, and 8 mM L-cysteine, crystals are first dialyzed into 2.38 M sodium malonate, pH 7.0, to remove the sulfate ions by gradually increasing the sodium malonate concentration and decreasing the ammonium sulfate concentration, and soaked overnight in 2.38 M sodium malonate, 21.5 mM bicine, pH 9.0, 0.01% PEG400 w/v, 0.5 mM L-cysteine, 4% glycerol, and 11.5 mM cThz-P, X-ray diffraction structure determination and analysis
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recombinant His-tagged TenI from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
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gene tenI, overexpression as His-tagged enzyme in Escherichia coli strain BL21(DE3)
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TENI_BACSU
Bacillus subtilis (strain 168)
205
22929
Swiss-Prot
A0A1E3LAV1_9BACL
211
23349
TrEMBL
A0A0K2XQ20_HELHE
201
22298
TrEMBL
A0A0K2XEE9_HELHE
190
20986
TrEMBL
A0A2X0RP76_PAEPO
197
21030
TrEMBL
S6FX14_9BACI
205
22804
TrEMBL
A0A1Y0WKA3_BACLI
205
22888
TrEMBL
A0A1Y0YN41_BACLI
203
22376
TrEMBL
A0A1Y0X8Z6_BACAM
205
22628
TrEMBL
S7SW30_9BACI
210
22137
TrEMBL
A0A2H5ZXW3_9BACT
145
15247
TrEMBL
A0A2H5UXN8_9ARCH
203
21408
TrEMBL
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Hazra, A.B.; Han, Y.; Chatterjee, A.; Zhang, Y.; Lai, R.Y.; Ealick, S.E.; Begley, T.P.
A missing enzyme in thiamin thiazole biosynthesis: identification of TenI as a thiazole tautomerase
J. Am. Chem. Soc.
133
9311-9319
2011
Bacillus subtilis
brenda
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