3-Hydroxybenzoyl-CoA: Difference between revisions
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'''3-Hydroxybenzoyl-CoA''' is a molecule formed by condensing the tiol group of [[coenzyme A]] (CoA) with the carboxylic acid group of [[3-hydroxybenzoic acid]]. Stable in acidic conditions, it is a [[tetraprotic acid]] due to the [[pyrophosphate]] and phosphate groups included. It derives from a [[benzoyl-CoA]] and a [[3-Hydroxybenzoic acid|3-hydroxybenzoic acid]]. In organisms such as plants, this can be formed using the [[3- |
'''3-Hydroxybenzoyl-CoA''' is a molecule formed by condensing the tiol group of [[coenzyme A]] (CoA) with the carboxylic acid group of [[3-hydroxybenzoic acid]]. Stable in acidic conditions, it is a [[tetraprotic acid]] due to the [[pyrophosphate]] and phosphate groups included. It derives from a [[benzoyl-CoA]] and a [[3-Hydroxybenzoic acid|3-hydroxybenzoic acid]]. In organisms such as plants, this can be formed using the [[3-hydroxybenzoate—CoA ligase]] enzyme. This uses [[ATP]], [[3-hydroxybenzoate]] and [[Coenzyme A|CoA]] as substrates.<ref>{{cite web |title=BRENDA - Information on EC 6.2.1.37 - 3-hydroxybenzoate-CoA ligase |url=https://www.brenda-enzymes.org/enzyme.php?ecno=6.2.1.37 |website=www.brenda-enzymes.org}}</ref> |
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It can be reduced to 3-hydroxycyclohexa-1,5-diene-1-carbonyl-CoA by reduced [[ferredoxin]] and [[adenosine triphosphate]] using the [[benzoyl-CoA reductase]] enzyme.<ref>{{cite web |title=bcrA - Benzoyl-CoA reductase subunit A - Thauera aromatica - bcrA gene & protein |url=https://www.uniprot.org/uniprot/O87876 |website=www.uniprot.org |language=en}}</ref> in this two hydrogen atoms are added to the benzene ring in a dearomatizing process. |
It can be reduced to 3-hydroxycyclohexa-1,5-diene-1-carbonyl-CoA by reduced [[ferredoxin]] and [[adenosine triphosphate]] using the [[benzoyl-CoA reductase]] enzyme.<ref>{{cite web |title=bcrA - Benzoyl-CoA reductase subunit A - Thauera aromatica - bcrA gene & protein |url=https://www.uniprot.org/uniprot/O87876 |website=www.uniprot.org |language=en}}</ref> in this two hydrogen atoms are added to the benzene ring in a dearomatizing process. |
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Revision as of 19:11, 14 November 2020
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 Chemical structure of 3-Hydroxybenzoyl-CoA
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| Names | |
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| IUPAC name
S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 3-hydroxybenzenecarbothioate
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| Other names
3-Hydroxybenzoyl-CoA
3-hydroxybenzoyl-coenzyme A m-hydroxybenzoyl-CoA m-hydroxybenzoyl-coenzyme A | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| KEGG | |
PubChem CID
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| Properties | |
| C28H40N7O18P3S | |
| Molar mass | 887.64 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-Hydroxybenzoyl-CoA is a molecule formed by condensing the tiol group of coenzyme A (CoA) with the carboxylic acid group of 3-hydroxybenzoic acid. Stable in acidic conditions, it is a tetraprotic acid due to the pyrophosphate and phosphate groups included. It derives from a benzoyl-CoA and a 3-hydroxybenzoic acid. In organisms such as plants, this can be formed using the 3-hydroxybenzoate—CoA ligase enzyme. This uses ATP, 3-hydroxybenzoate and CoA as substrates.[1]
It can be reduced to 3-hydroxycyclohexa-1,5-diene-1-carbonyl-CoA by reduced ferredoxin and adenosine triphosphate using the benzoyl-CoA reductase enzyme.[2] in this two hydrogen atoms are added to the benzene ring in a dearomatizing process.
References
- ^ "BRENDA - Information on EC 6.2.1.37 - 3-hydroxybenzoate-CoA ligase". www.brenda-enzymes.org.
- ^ "bcrA - Benzoyl-CoA reductase subunit A - Thauera aromatica - bcrA gene & protein". www.uniprot.org.
3-Hydroxybenzoyl-CoA
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