MetaCyc Pathway: orcinol degradation
Inferred from experiment

Enzyme View:

Pathway diagram: orcinol degradation

This view shows enzymes only for those organisms listed below, in the list of taxa known to possess the pathway. If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.

Synonyms: orcinol metabolism

Superclasses: Degradation/Utilization/AssimilationAromatic Compounds Degradation

Some taxa known to possess this pathway include : Aspergillus niger, Pseudomonas putida O1, Pseudomonas putida ORC, Roccella tinctoria

Expected Taxonomic Range: Fungi, Proteobacteria

Orcinol is a natural phenolic organic compound that occurs in many species of lichens, such as Roccella tinctoria. It is also a precursor of the phenolic methyl ether 3,5-dimethoxytoluene, the major scent compound of many rose varieties [Scalliet06]. Orcinol is also used in the production of the reddish-brown dye orcein and as a reagent in some chemical tests for pentoses, such as Bial's Test.

Two Pseudomonas putida strains, Pseudomonas putida O1 and Pseudomonas putida ORC, are capable of growing with orcinol as the sole source of carbon [Ohta75, Ohta76, Chapman76a, Chapman76].

1,3-dihydroxy-derivatives of benzenoid are widespread products of plant and microbial metabolism [Chapman76]. 2,3,5-trihydroxytoluene can be rapidly and nonenzymatically oxidized to a quinone [Ohta75].

Degradation of orcinol has also been demonstrated in the fungus Aspergillus niger, although the exact pathway is not known [Sahasrabudhe86].

Unification Links: Eawag-BBD-Pathways:orc

Created 10-Jan-2001 by Pellegrini-Toole A, Marine Biological Laboratory


Chapman76: Chapman PJ, Ribbons DW (1976). "Metabolism of resorcinylic compounds by bacteria: orcinol pathway in Pseudomonas putida." J Bacteriol 1976;125(3);975-84. PMID: 1254564

Chapman76a: Chapman PJ, Ribbons DW (1976). "Metabolism of resorcinylic compounds by bacteria: alternative pathways for resorcinol catabolism in Pseudomonas putida." J Bacteriol 1976;125(3);985-98. PMID: 942589

Ohta75: Ohta Y, Higgins I, Ribbons DW (1975). "Metabolism of resorcinylic compounds by bacteria. Purification and properties of orcinol hydroxylase from Pseudomonas putida 01." J Biol Chem 1975;250(10);3814-25. PMID: 1126936

Ohta76: Ohta Y, Ribbons DW (1976). "Bacterial metabolism of resorcinylic compounds: purification and properties of orcinol hydroxylase and resorcinol hydroxylase from Pseudomonas putida ORC." Eur J Biochem 1976;61(1);259-69. PMID: 1280

Sahasrabudhe86: Sahasrabudhe SR, Lala D, Modi VV (1986). "Degradation of orcinol by Aspergillus niger." Can J Microbiol 32(7);535-8. PMID: 3742332

Scalliet06: Scalliet G, Lionnet C, Le Bechec M, Dutron L, Magnard JL, Baudino S, Bergougnoux V, Jullien F, Chambrier P, Vergne P, Dumas C, Cock JM, Hugueney P (2006). "Role of petal-specific orcinol O-methyltransferases in the evolution of rose scent." Plant Physiol 140(1);18-29. PMID: 16361520

Other References Related to Enzymes, Genes, Subpathways, and Substrates of this Pathway

Davey75: Davey JF, Ribbons DW (1975). "Metabolism of resorcinylic compounds by bacteria. Purification and properties of acetylpyruvate hydrolase from Pseudomonas putida 01." J Biol Chem 1975;250(10);3826-30. PMID: 236305

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Ryerson79: Ryerson CC, Walsh C (1979). "The stereochemistry of NADH utilization by the flavoenzyme monooxygenase orcinol hydroxylase." J Biol Chem 254(11);4349-51. PMID: 220242

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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