27718-41-8
Chemical Structure
(4-Hydroxybenzoyl)-CoA
Synonym(s): Coenzyme A,S-(4-hydroxybenzoate); 4-Hydroxybenzoyl-CoA; 4-Hydroxybenzoyl-coenzyme A
- CAS No.: 27718-41-8
- Formula:C28H40N7O18P3S
- Molecular Weight:887.64
InChIKey: LTVXPVBFJBTNIJ-TYHXJLICSA-N
SMILES: O=C(CCNC([C@H](O)C(C)(COP(O)(OP(O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1OP(O)(O)=O)=O)=O)C)=O)NCCSC(C4=CC=C(O)C=C4)=O
Biological Activity: (4-Hydroxybenzoyl)-CoA (Coenzyme A,S-(4-hydroxybenzoate)) is the S-(4-hydroxybenzoyl) derivative of coenzyme A. 4-Hydroxybenzoyl-CoA binds to the thioesterase active site and is hydrolyzed to CoA and 4-HBA. 4-Hydroxybenzoyl-CoA is the natural substrate of 4-Hydroxybenzoyl-CoA thioesterase and is also the dehalogenase product bound at its active site in the crystal structure[1][2][3][4][5].
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(4-Hydroxybenzoyl)-CoA | (4-Hydroxybenzoyl)-CoA (Coenzyme A,S-(4-hydroxybenzoate)) is the S-(4-hydroxybenzoyl) derivative of coenzyme A. 4-Hydroxybenzoyl-CoA binds to the thioesterase active site and is hydrolyzed to CoA and 4-HBA. 4-Hydroxybenzoyl-CoA is the natural substrate of 4-Hydroxybenzoyl-CoA thioesterase and is also the dehalogenase product bound at its active site in the crystal structure. | |||||||||||||||||||||
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References
- [1]. Zhuang Z, et al. Investigation of the catalytic mechanism of the hotdog-fold enzyme superfamily Pseudomonas sp. strain CBS3 4-hydroxybenzoyl-CoA thioesterase. Biochemistry. 2012 Jan 24;51(3):786-94.
- [2]. Holden HM, et al. The crotonase superfamily: divergently related enzymes that catalyze different reactions involving acyl coenzyme a thioesters. Accounts of chemical research. 2001 Feb;34(2):145-57.
- [3]. Merkel SM, et al. Involvement of coenzyme A thioesters in anaerobic metabolism of 4-hydroxybenzoate by Rhodopseudomonas palustris. Journal of bacteriology. 1989 Jan;171(1):1-7.
- [4]. Song F, et al. Structure-activity analysis of base and enzyme-catalyzed 4-hydroxybenzoyl coenzyme A hydrolysis. Bioorganic chemistry. 2007 Feb;35(1):1-10.
- [5]. Biegert T, et al. Enzymes of anaerobic metabolism of phenolic compounds. 4-Hydroxybenzoate-CoA ligase from a denitrifying Pseudomonas species. European journal of biochemistry. 1993 Apr 01;213(1):555-61.
