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Information on EC 2.8.1.10 - thiazole synthase and Organism(s) Bacillus subtilis and UniProt Accession O31618

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EC Tree
     2 Transferases
         2.8 Transferring sulfur-containing groups
             2.8.1 Sulfurtransferases
                2.8.1.10 thiazole synthase
IUBMB Comments
H2S can provide the sulfur in vitro. Part of the pathway for thiamine biosynthesis.
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Bacillus subtilis
UNIPROT: O31618
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Word Map
The taxonomic range for the selected organisms is: Bacillus subtilis
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
thiazole synthase, thiamine thiazole synthase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
1-deoxy-D-xylulose 5-phosphate + 2-iminoacetate + thiocarboxy-[sulfur-carrier protein ThiS] = 2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate + [sulfur-carrier protein ThiS] + 2 H2O
show the reaction diagram
mechanism involves the generation of a ketone at C3 of 1-deoxy-D-xylulose-5-phosphate by an Amadori-type rearrangement of the imine followed by nucleophillic addition of the sulfur carrier protein to this carbonyl group
PATHWAY SOURCE
PATHWAYS
-
-, -
SYSTEMATIC NAME
IUBMB Comments
1-deoxy-D-xylulose 5-phosphate:thiol sulfurtransferase
H2S can provide the sulfur in vitro. Part of the pathway for thiamine biosynthesis.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-deoxy-D-xylulose 5-phosphate + 2-iminoacetate + thiocarboxy-adenylate-[sulfur-carrier protein ThiS]
2-[(2R,5Z)-2-carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate + [sulfur-carrier protein ThiS] + 2 H2O
show the reaction diagram
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
structure of ThiG in complex with ThiS, the sulfur carrier protein, at 3.15 A resolution. Thiazole synthase is a tetramer with 222 symmetry. The monomer is a (betaalpha)8 barrel with similarities to the aldolase class 1 and flavin mononucleotide dependent oxidoreductase and phosphate binding superfamilies. The sulfur carrier protein ThiS is a compact protein with a fold similar to that of ubiquitin. Modeling the substrate, deoxy-D-xylulose 5-phosphate in the active site identifies Glu98 and Asp182 as active site residues likely to be involved in the catalysis of thiazole formation
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D182A
no residual activity
E98A
less than 3% residual activity
additional information
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis
synthesis of the thiazole moiety of thiamin from glycine, cysteine, and deoxy-D-xylulose-5-phosphate using overexpressed Bacillus subtilis ThiF, ThiS, ThiO, ThiG, and a NifS-like protein
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Park, J.H.; Dorrestein, P.C.; Zhai, H.; Kinsland, C.; McLafferty, F.W.; Begley, T.P.
Biosynthesis of the thiazole moiety of thiamin pyrophosphate (vitamin B1)
Biochemistry
42
12430-12438
2003
Bacillus subtilis (O31618)
Manually annotated by BRENDA team
Settembre, E.C.; Dorrestein, P.C.; Zhai, H.; Chatterjee, A.; McLafferty, F.W.; Begley, T.P.; Ealick, S.E.
Thiamin biosynthesis in Bacillus subtilis: structure of the thiazole synthase/sulfur carrier protein complex
Biochemistry
43
11647-11657
2004
Bacillus subtilis (O31618), Bacillus subtilis
Manually annotated by BRENDA team
Hazra, A.; Chatterjee, A.; Begley, T.P.
Biosynthesis of the thiamin thiazole in Bacillus subtilis: identification of the product of the thiazole synthase-catalyzed reaction
J. Am. Chem. Soc.
131
3225-3229
2009
Bacillus subtilis (O31618), Bacillus subtilis
Manually annotated by BRENDA team
Dorrestein, P.C.; Zhai, H.; Taylor, S.V.; McLafferty, F.W.; Begley, T.P.
The biosynthesis of the thiazole phosphate moiety of thiamin (vitamin B1): the early steps catalyzed by thiazole synthase
J. Am. Chem. Soc.
126
3091-3096
2004
Bacillus subtilis (O31618), Bacillus subtilis
Manually annotated by BRENDA team
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 (O31618)
Manually annotated by BRENDA team