3-Hydroxybenzoyl-CoA: Difference between revisions

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)	Interactive image;
ChEBI	CHEBI:15484 ;
ChemSpider	10140112 ;
KEGG	C05195;
PubChem CID	11966118;
	InChI InChI=1S/C28H40N7O18P3S/c1-28(2,22(39)25(40)31-7-6-18(37)30-8-9-57-27(41)15-4-3-5-16(36)10-15)12-50-56(47,48)53-55(45,46)49-11-17-21(52-54(42,43)44)20(38)26(51-17)35-14-34-19-23(29)32-13-33-24(19)35/h3-5,10,13-14,17,20-22,26,36,38-39H,6-9,11-12H2,1-2H3,(H,30,37)(H,31,40)(H,45,46)(H,47,48)(H2,29,32,33)(H2,42,43,44)/t17-,20-,21-,22+,26-/m1/s1 Key: JTBCMZVWWNFUFR-TYHXJLICSA-N;
	SMILES CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)OP(=O (O)O)C(C(=O)NCCC(=O)NCCSC(=O)C4=CC(=CC=C4)O)O;
Properties
Chemical formula	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

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Revision as of 02:03, 15 November 2020

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Last edited by Graeme Bartlett (talk | contribs) 4 years ago. (Update)

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

[1] "BRENDA - Information on EC 6.2.1.37 - 3-hydroxybenzoate-CoA ligase". www.brenda-enzymes.org.

[2] "bcrA - Benzoyl-CoA reductase subunit A - Thauera aromatica - bcrA gene & protein". www.uniprot.org.

[1]

[2]