3-Hydroxybenzoyl-CoA

3-Hydroxybenzoyl-CoA is a molecule formed by condensing the thiol 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]

3-Hydroxybenzoyl-CoA

Chemical structure of 3-Hydroxybenzoyl-CoA
Names
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
Other names
3-Hydroxybenzoyl-CoA

3-hydroxybenzoyl-coenzyme A

m-hydroxybenzoyl-CoA

m-hydroxybenzoyl-coenzyme A
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
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).
Infobox references

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

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