Trihydroxybenzenes

(Redirected from Benzenetriol)

The trihydroxybenzenes (or benzenetriols) are organic compounds with the formula C6H3(OH)3. Also classified as polyphenols, they feature three hydroxyl groups substituted onto a benzene ring. They are white solids with modest solubility in water.[1]

Pyrogallol Hydroxyquinol Phloroglucinol
Benzene-1,2,3-triol Benzene-1,2,4-triol Benzene-1,3,5-triol

In biochemistry

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The enzyme pyrogallol hydroxytransferase transforms benzene-1,2,3-triol (pyrogallol) into benzene-1,3,5-triol (phloroglucinol) and vice versa.[2] It uses benzene-1,2,3,5-tetrol as a cosubstrate, thanks to which it achieves a non-redox transhydroxylation.[3] This enzyme can be found in Pelobacter acidigallici.[4][5]

See also

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References

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  1. Helmut Fiege; Heinz-Werner Voges; Toshikazu Hamamoto; Sumio Umemura; Tadao Iwata; Hisaya Miki; Yasuhiro Fujita; Hans-Josef Buysch; Dorothea Garbe; Wilfried Paulus (2002). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 978-3-527-30673-2.
  2. Enzyme 5.4.4.9 at KEGG Pathway Database.
  3. Reichenbecher, Wolfram; Schink, Bernhard (1999-03-19). "Towards the reaction mechanism of pyrogallol–phloroglucinol transhydroxylase of Pelobacter acidigallici". Biochimica et Biophysica Acta (BBA) - Protein Structure and Molecular Enzymology. 1430 (2): 245–253. doi:10.1016/S0167-4838(99)00004-7. ISSN 0167-4838.
  4. "P 80564 Pyrogallol hydroxytransferase small subunit". UniProtKB. Uniprot.
  5. Schink, B.; Pfennig, M. (December 1982). "Fermentation of trihydroxybenzenes by Pelobacter acidigallici gen. nov. sp. nov., a new strictly anaerobic, non-sporeforming bacterium". Archives of Microbiology. 133 (3): 195–201. doi:10.1007/BF00415000. S2CID 15717780.