Entry |
|
Name |
biotin synthase;
dethiobiotin:sulfur sulfurtransferase
|
Class |
Transferases;
Transferring sulfur-containing groups;
Sulfurtransferases
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Sysname |
dethiobiotin:sulfur-(sulfur carrier) sulfurtransferase
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Reaction(IUBMB) |
dethiobiotin + sulfur-(sulfur carrier) + 2 S-adenosyl-L-methionine + 2 reduced [2Fe-2S] ferredoxin = biotin + (sulfur carrier) + 2 L-methionine + 2 5'-deoxyadenosine + 2 oxidized [2Fe-2S] ferredoxin [RN: R01078]
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Reaction(KEGG) |
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Substrate |
dethiobiotin [CPD: C01909];
sulfur-(sulfur carrier);
S-adenosyl-L-methionine [CPD: C00019];
reduced [2Fe-2S] ferredoxin [CPD: C22150]
|
Product |
biotin [CPD: C00120];
(sulfur carrier);
L-methionine [CPD: C00073];
5'-deoxyadenosine [CPD: C05198];
oxidized [2Fe-2S] ferredoxin [CPD: C22151]
|
Comment |
The enzyme binds a [4Fe-4S] and a [2Fe-2S] cluster. In every reaction cycle, the enzyme consumes two molecules of AdoMet. The first reaction produces 5'-deoxyadenosine and 4,5-secobiotin. Reaction with another equivalent of AdoMet results in abstraction of the C-6 methylene pro-S hydrogen atom from 4,5-secobiotin, and the resulting carbon radical is quenched via formation of an intramolecular C-S bond, thus closing the biotin tetrahydrothiophene ring. The sulfur donor is believed to be the [2Fe-2S] cluster, which is sacrificed in the process, so that in vitro the reaction is a single turnover. In vivo, the [2Fe-2S] cluster can be reassembled by the Isc or Suf iron-sulfur cluster assembly systems, to allow further catalysis.
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History |
EC 2.8.1.6 created 1999, modified 2006, modified 2011, modified 2014
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Pathway |
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Orthology |
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Genes |
» show all
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Reference |
1 |
Authors |
Trainor, D.A., Parry, R.J. and Gitterman, A. |
Title |
Biotin biosynthesis. 2. Stereochemistry of sulfur introduction at C-4 of dethiobiotin. |
Journal |
J Am Chem Soc 102:1467-1468 (1980) |
Reference |
|
Authors |
Shiuan D, Campbell A. |
Title |
Transcriptional regulation and gene arrangement of Escherichia coli, Citrobacter freundii and Salmonella typhimurium biotin operons. |
Journal |
|
Sequence |
|
Reference |
|
Authors |
Zhang S, Sanyal I, Bulboaca GH, Rich A, Flint DH |
Title |
The gene for biotin synthase from Saccharomyces cerevisiae: cloning, sequencing, and complementation of Escherichia coli strains lacking biotin synthase. |
Journal |
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Sequence |
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Reference |
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Authors |
Ugulava NB, Gibney BR, Jarrett JT. |
Title |
Biotin synthase contains two distinct iron-sulfur cluster binding sites: chemical and spectroelectrochemical analysis of iron-sulfur cluster interconversions. |
Journal |
|
Reference |
|
Authors |
Berkovitch F, Nicolet Y, Wan JT, Jarrett JT, Drennan CL. |
Title |
Crystal structure of biotin synthase, an S-adenosylmethionine-dependent radical enzyme. |
Journal |
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Sequence |
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Reference |
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Authors |
Lotierzo M, Tse Sum Bui B, Florentin D, Escalettes F, Marquet A. |
Title |
Biotin synthase mechanism: an overview. |
Journal |
|
Reference |
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Authors |
Taylor AM, Farrar CE, Jarrett JT |
Title |
9-Mercaptodethiobiotin is formed as a competent catalytic intermediate by Escherichia coli biotin synthase. |
Journal |
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Reference |
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Authors |
Reyda MR, Fugate CJ, Jarrett JT |
Title |
A complex between biotin synthase and the iron-sulfur cluster assembly chaperone HscA that enhances in vivo cluster assembly. |
Journal |
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Other DBs |
ExplorEnz - The Enzyme Database: | 2.8.1.6 |
ExPASy - ENZYME nomenclature database: | 2.8.1.6 |
BRENDA, the Enzyme Database: | |
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