Chemical Compound Review:
b-Resorcylate 3,4-dihydroxybenzoic acid
Synonyms:
CHEMBL37537, SureCN39435, CCRIS 6291, AG-A-47655, ACMC-209scu, ...
- Binding of 17O-labeled substrate and inhibitors to protocatechuate 4,5-dioxygenase-nitrosyl complex. Evidence for direct substrate binding to the active site Fe2+ of extradiol dioxygenases. Arciero, D.M., Lipscomb, J.D. J. Biol. Chem. (1986)
- Molecular characterization of the gallate dioxygenase from Pseudomonas putida KT2440. The prototype of a new subgroup of extradiol dioxygenases. Nogales, J., Canales, A., Jiménez-Barbero, J., García, J.L., Díaz, E. J. Biol. Chem. (2005)
- Brevibacterium fuscum protocatechuate 3,4-dioxygenase. Purification, crystallization, and characterization. Whittaker, J.W., Lipscomb, J.D., Kent, T.A., Münck, E. J. Biol. Chem. (1984)
- Cloning of the genes for a 4-sulphocatechol-oxidizing protocatechuate 3,4-dioxygenase from Hydrogenophaga intermedia S1 and identification of the amino acid residues responsible for the ability to convert 4-sulphocatechol. Contzen, M., Bürger, S., Stolz, A. Mol. Microbiol. (2001)
- Crystallization and preliminary X-ray analysis of protocatechuate 3,4-dioxygenase from Acinetobacter calcoaceticus. Vetting, M.W., Earhart, C.A., Ohlendorf, D.H. J. Mol. Biol. (1994)
- Chemoprevention of 4-nitroquinoline 1-oxide-induced oral carcinogenesis by dietary protocatechuic acid during initiation and postinitiation phases. Tanaka, T., Kawamori, T., Ohnishi, M., Okamoto, K., Mori, H., Hara, A. Cancer Res. (1994)
- Oxygen activating nonheme iron enzymes. Lange, S.J., Que, L. Current opinion in chemical biology. (1998)
- Simultaneous binding of nitric oxide and isotopically labeled substrates or inhibitors by reduced protocatechuate 3,4-dioxygenase. Orville, A.M., Lipscomb, J.D. J. Biol. Chem. (1993)
- [17O]Water and nitric oxide binding by protocatechuate 4,5-dioxygenase and catechol 2,3-dioxygenase. Evidence for binding of exogenous ligands to the active site Fe2+ of extradiol dioxygenases. Arciero, D.M., Orville, A.M., Lipscomb, J.D. J. Biol. Chem. (1985)
- Transition state analogs for protocatechuate 3,4-dioxygenase. Spectroscopic and kinetic studies of the binding reactions of ketonized substrate analogs. Whittaker, J.W., Lipscomb, J.D. J. Biol. Chem. (1984)
- Structures of the flavocytochrome p-cresol methylhydroxylase and its enzyme-substrate complex: gated substrate entry and proton relays support the proposed catalytic mechanism. Cunane, L.M., Chen, Z.W., Shamala, N., Mathews, F.S., Cronin, C.N., McIntire, W.S. J. Mol. Biol. (2000)
- Elevated "hydroxyl radical" generation in vivo in an animal model of amyotrophic lateral sclerosis. Bogdanov, M.B., Ramos, L.E., Xu, Z., Beal, M.F. J. Neurochem. (1998)
- 4-Sulphobenzoate 3,4-dioxygenase. Purification and properties of a desulphonative two-component enzyme system from Comamonas testosteroni T-2. Locher, H.H., Leisinger, T., Cook, A.M. Biochem. J. (1991)
- Specific inhibition of a family 1A dihydroorotate dehydrogenase by benzoate pyrimidine analogues. Palfey, B.A., Björnberg, O., Jensen, K.F. J. Med. Chem. (2001)
- Binding of isotopically labeled substrates, inhibitors, and cyanide by protocatechuate 3,4-dioxygenase. Orville, A.M., Lipscomb, J.D. J. Biol. Chem. (1989)
- Characterization of MobR, the 3-Hydroxybenzoate-responsive Transcriptional Regulator for the 3-Hydroxybenzoate Hydroxylase Gene of Comamonas testosteroni KH122-3s. Hiromoto, T., Matsue, H., Yoshida, M., Tanaka, T., Higashibata, H., Hosokawa, K., Yamaguchi, H., Fujiwara, S. J. Mol. Biol. (2006)
- A simple phenolic antioxidant protocatechuic acid enhances tumor promotion and oxidative stress in female ICR mouse skin: dose-and timing-dependent enhancement and involvement of bioactivation by tyrosinase. Nakamura, Y., Torikai, K., Ohto, Y., Murakami, A., Tanaka, T., Ohigashi, H. Carcinogenesis (2000)
- Inhibition of prolyl hydroxylation during collagen biosynthesis in human skin fibroblast cultures by ethyl 3,4-dihydroxybenzoate. Majamaa, K., Sasaki, T., Uitto, J. J. Invest. Dermatol. (1987)
- Intergeneric evolutionary homology revealed by the study of protocatechuate 3,4-dioxygenase from Azotobacter vinelandii. Durham, D.R., Stirling, L.A., Ornston, L.N., Perry, J.J. Biochemistry (1980)
- Inhibition of collagen hydroxylation by 2,7,8-trihydroxyanthraquinone in embryonic-chick tendon cells. Franklin, T.J., Hitchen, M. Biochem. J. (1989)
- Activation of catechol-O-methyltransferase in astrocytes stimulates homocysteine synthesis and export to neurons. Huang, G., Dragan, M., Freeman, D., Wilson, J.X. Glia (2005)
- Inhibition of rat liver and duodenum soluble catechol-O-methyltransferase by a tight-binding inhibitor OR-462. Schultz, E., Nissinen, E. Biochem. Pharmacol. (1989)
- Protective effect of protocatechuic acid from Alpinia oxyphylla on hydrogen peroxide-induced oxidative PC12 cell death. Shui Guan, n.u.l.l., Bao, Y.M., Bo Jiang, n.u.l.l., An, L.J. Eur. J. Pharmacol. (2006)
- Schistosomicidal activities of Lymnaea stagnalis haemocytes: the role of oxygen radicals. Adema, C.M., van Deutekom-Mulder, E.C., van der Knaap, W.P., Sminia, T. Parasitology (1994)
- Chemoprevention of colon carcinogenesis by the natural product of a simple phenolic compound protocatechuic acid: suppressing effects on tumor development and biomarkers expression of colon tumorigenesis. Tanaka, T., Kojima, T., Suzui, M., Mori, H. Cancer Res. (1993)
- Increased vulnerability to 3-nitropropionic acid in an animal model of Huntington's disease. Bogdanov, M.B., Ferrante, R.J., Kuemmerle, S., Klivenyi, P., Beal, M.F. J. Neurochem. (1998)
- Studies on the meta and para O-sulphation of the catechol compound 3,4-dihydroxybenzoic acid by rat liver sulphotransferase in vitro. Pennings, E.J., Van Kempen, G.M. Biochem. J. (1980)
- Selective overexpression of the QUTE gene encoding catabolic 3-dehydroquinase in multicopy transformants of Aspergillus nidulans. Beri, R.K., Grant, S., Roberts, C.F., Smith, M., Hawkins, A.R. Biochem. J. (1990)
- Substitution, insertion, deletion, suppression, and altered substrate specificity in functional protocatechuate 3,4-dioxygenases. D'Argenio, D.A., Vetting, M.W., Ohlendorf, D.H., Ornston, L.N. J. Bacteriol. (1999)
- Hydroxycinnamate (hca) catabolic genes from Acinetobacter sp. strain ADP1 are repressed by HcaR and are induced by hydroxycinnamoyl-coenzyme A thioesters. Parke, D., Ornston, L.N. Appl. Environ. Microbiol. (2003)
- PcaU, a transcriptional activator of genes for protocatechuate utilization in Acinetobacter. Gerischer, U., Segura, A., Ornston, L.N. J. Bacteriol. (1998)
- The physiological contribution of Acinetobacter PcaK, a transport system that acts upon protocatechuate, can be masked by the overlapping specificity of VanK. D'Argenio, D.A., Segura, A., Coco, W.M., Bünz, P.V., Ornston, L.N. J. Bacteriol. (1999)
- Enhanced detection and characterization of protocatechuate 3,4-dioxygenase in Acinetobacter lwoffii K24 by proteomics using a column separation. Kahng, H.Y., Cho, K., Song, S.Y., Kim, S.J., Leem, S.H., Kim, S.I. Biochem. Biophys. Res. Commun. (2002)
- Purification and properties of protocatechuate 3,4-dioxygenase from Pseudomonas putida. A new iron to subunit stoichiometry. Bull, C., Ballou, D.P. J. Biol. Chem. (1981)
- 17O-water and cyanide ligation by the active site iron of protocatechuate 3,4-dioxygenase. Evidence for displaceable ligands in the native enzyme and in complexes with inhibitors or transition state analogs. Whittaker, J.W., Lipscomb, J.D. J. Biol. Chem. (1984)
- Spectroscopic and electronic structure studies of protocatechuate 3,4-dioxygenase: nature of tyrosinate-Fe(III) bonds and their contribution to reactivity. Davis, M.I., Orville, A.M., Neese, F., Zaleski, J.M., Lipscomb, J.D., Solomon, E.I. J. Am. Chem. Soc. (2002)