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3-Hydroxybenzoyl-CoA is a molecule formed by condensing the
thiol group In organic chemistry, a thiol (; ), or thiol derivative, is any organosulfur compound of the form , where R represents an alkyl or other organic substituent. The functional group itself is referred to as either a thiol group or a sulfhydryl gro ...
of
coenzyme A Coenzyme A (CoA, SHCoA, CoASH) is a coenzyme, notable for its role in the synthesis and oxidation of fatty acids, and the oxidation of pyruvate in the citric acid cycle. All genomes sequenced to date encode enzymes that use coenzyme A as a subs ...
(CoA) with the
carboxylic acid In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic ...
group of 3-hydroxybenzoic acid. Stable in acidic conditions, it is a
tetraprotic acid In computer science, ACID ( atomicity, consistency, isolation, durability) is a set of properties of database transactions intended to guarantee data validity despite errors, power failures, and other mishaps. In the context of databases, a sequ ...
due to the
pyrophosphate In chemistry, pyrophosphates are phosphorus oxyanions that contain two phosphorus atoms in a P–O–P linkage. A number of pyrophosphate salts exist, such as disodium pyrophosphate (Na2H2P2O7) and tetrasodium pyrophosphate (Na4P2O7), among other ...
and phosphate groups included. It derives from a
benzoyl-CoA Benzoyl-CoA is a molecule implied in the activity of the different enzymes 4-hydroxybenzoyl-CoA reductase, benzoyl-CoA reductase, benzoyl-CoA 3-monooxygenase, benzoate-CoA ligase, 2alpha-hydroxytaxane 2-O-benzoyltransferase, anthranilate N-benzo ...
and a 3-hydroxybenzoic acid. In organisms such as plants, this can be formed using the
3-hydroxybenzoate—CoA ligase 3-Hydroxybenzoate—CoA ligase (, ''3-hydroxybenzoyl-CoA synthetase'', ''3-hydroxybenzoate-coenzyme A ligase (AMP-forming)'', ''3-hydroxybenzoyl coenzyme A synthetase'', ''3-hydroxybenzoyl-CoA ligase'') is an enzyme with List of enzymes, systematic ...
enzyme. This uses ATP, 3-hydroxybenzoate, and CoA as substrates. It can be reduced to 3-hydroxycyclohexa-1,5-diene-1-carbonyl-CoA by reduced
ferredoxin Ferredoxins (from Latin ''ferrum'': iron + redox, often abbreviated "fd") are iron–sulfur proteins that mediate electron transfer in a range of metabolic reactions. The term "ferredoxin" was coined by D.C. Wharton of the DuPont Co. and applied t ...
and
adenosine triphosphate Adenosine triphosphate (ATP) is an organic compound that provides energy to drive many processes in living cells, such as muscle contraction, nerve impulse propagation, condensate dissolution, and chemical synthesis. Found in all known forms of ...
using the
benzoyl-CoA reductase In enzymology, a benzoyl-CoA reductase () is an enzyme that catalyzes the chemical reaction :benzoyl-CoA + reduced acceptor + 2 ATP + 2 H2O \rightleftharpoons cyclohexa-1,5-diene-1-carbonyl-CoA + acceptor + 2 ADP + 2 phosphate The 4 substrates ...
enzyme. in this two hydrogen atoms are added to the benzene ring in a dearomatizing process.


References

{{DEFAULTSORT:Hydroxybenzoyl-CoA, 3- Thioesters of coenzyme A