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MetaCyc Reaction: 1.11.1.13/1.11.1.16

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number: 1.11.1.13, 1.11.1.16

Enzymes and Genes:

Aurantimonas manganoxydans SI85-9A1: manganese-oxidizing peroxidaseInferred from experiment: mopA
Erythrobacter sp. SD-21: manganese-oxidizing peroxidaseInferred from experiment: mopA
Phanerochaete chrysosporium: manganese peroxidase 1Inferred from experiment: MNP1
Pleurotus eryngii: versatile peroxidase VPL1Inferred from experiment: vpl1
versatile peroxidase VPL2Inferred from experiment: vpl2

In Pathway: manganese oxidation I

The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the Enzyme Commission system.

Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name for 1.11.1.13: manganese peroxidase

Enzyme Commission Synonyms for 1.11.1.13: peroxidase-M2, Mn-dependent (NADH-oxidizing) peroxidase

Enzyme Commission Primary Name for 1.11.1.16: versatile peroxidase

Enzyme Commission Synonyms for 1.11.1.16: VP, hybrid peroxidase, polyvalent peroxidase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -64.81047Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary for 1.11.1.13:
A hemoprotein. The enzyme from white rot basidiomycetes is involved in the oxidative degradation of lignin. The enzyme oxidizes a bound Mn2+ ion to Mn+3 in the presence of hydrogen peroxide. The product, Mn+3, is released from the active site in the presence of a chelator (believed to be oxalate) that stabilizes it against disproportionation to Mn2+ and insoluble Mn4+ [Kuan93]. The complexed Mn+3 ion can diffuse into the lignified cell wall, where it oxidizes lignin and other organic substrates [Glenn86].

Enzyme Commission Summary for 1.11.1.16:
This ligninolytic peroxidase combines the substrate-specificity characteristics of the two other ligninolytic peroxidases, EC 1.11.1.13, manganese peroxidase and EC 1.11.1.14, lignin peroxidase. It is also able to oxidize phenols, hydroquinones and both low- and high redox-potential dyes, due to a hybrid molecular architecture that involves multiple binding sites for substrates [Heinfling98, Camarero99].

Citations: [Paszczynski86, Wariishi88, Martinez96a, RuizDuenas99, RuizDuenas99a, Camarero00, RuizDuenas01, Banci03, PerezBoada05, Caramelo99 ]

Gene-Reaction Schematic

Gene-Reaction Schematic

Unification Links: KEGG:R00011, Rhea:22776

Relationship Links: BRENDA:EC:1.11.1.13, BRENDA:EC:1.11.1.16, ENZYME:EC:1.11.1.13, ENZYME:EC:1.11.1.16, IUBMB-ExplorEnz:EC:1.11.1.13, IUBMB-ExplorEnz:EC:1.11.1.16, UniProt:RELATED-TO:P19136, UniProt:RELATED-TO:P78733, UniProt:RELATED-TO:Q7M4V9, UniProt:RELATED-TO:Q7M4X2, UniProt:RELATED-TO:Q9URB1, UniProt:RELATED-TO:Q02567, UniProt:RELATED-TO:Q12332, UniProt:RELATED-TO:Q12597, UniProt:RELATED-TO:Q99058


References

Banci03: Banci L, Camarero S, Martinez AT, Martinez MJ, Perez-Boada M, Pierattelli R, Ruiz-Duenas FJ (2003). "NMR study of manganese(II) binding by a new versatile peroxidase from the white-rot fungus Pleurotus eryngii." J Biol Inorg Chem 8(7);751-60. PMID: 12884090

Camarero00: Camarero S, Ruiz-Duenas FJ, Sarkar S, Martinez MJ, Martinez AT (2000). "The cloning of a new peroxidase found in lignocellulose cultures of Pleurotus eryngii and sequence comparison with other fungal peroxidases." FEMS Microbiol Lett 191(1);37-43. PMID: 11004397

Camarero99: Camarero S, Sarkar S, Ruiz-Duenas FJ, Martinez MJ, Martinez AT (1999). "Description of a versatile peroxidase involved in the natural degradation of lignin that has both manganese peroxidase and lignin peroxidase substrate interaction sites." J Biol Chem 274(15);10324-30. PMID: 10187820

Caramelo99: Caramelo L, Martinez MJ, Martinez AT (1999). "A search for ligninolytic peroxidases in the fungus pleurotus eryngii involving alpha-keto-gamma-thiomethylbutyric acid and lignin model dimers." Appl Environ Microbiol 65(3);916-22. PMID: 10049842

Glenn86: Glenn JK, Akileswaran L, Gold MH (1986). "Mn(II) oxidation is the principal function of the extracellular Mn-peroxidase from Phanerochaete chrysosporium." Arch Biochem Biophys 251(2);688-96. PMID: 3800395

Heinfling98: Heinfling A, Ruiz-Duenas FJ, Martinez MJ, Bergbauer M, Szewzyk U, Martinez AT (1998). "A study on reducing substrates of manganese-oxidizing peroxidases from Pleurotus eryngii and Bjerkandera adusta." FEBS Lett 428(3);141-6. PMID: 9654123

Kuan93: Kuan IC, Tien M (1993). "Stimulation of Mn peroxidase activity: a possible role for oxalate in lignin biodegradation." Proc Natl Acad Sci U S A 90(4);1242-6. PMID: 8433984

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

Martinez96a: Martinez MJ, Ruiz-Duenas FJ, Guillen F, Martinez AT (1996). "Purification and catalytic properties of two manganese peroxidase isoenzymes from Pleurotus eryngii." Eur J Biochem 237(2);424-32. PMID: 8647081

Paszczynski86: Paszczynski A, Huynh VB, Crawford R (1986). "Comparison of ligninase-I and peroxidase-M2 from the white-rot fungus Phanerochaete chrysosporium." Arch Biochem Biophys 244(2);750-65. PMID: 3080953

PerezBoada05: Perez-Boada M, Ruiz-Duenas FJ, Pogni R, Basosi R, Choinowski T, Martinez MJ, Piontek K, Martinez AT (2005). "Versatile peroxidase oxidation of high redox potential aromatic compounds: site-directed mutagenesis, spectroscopic and crystallographic investigation of three long-range electron transfer pathways." J Mol Biol 354(2);385-402. PMID: 16246366

RuizDuenas01: Ruiz-Duenas FJ, Camarero S, Perez-Boada M, Martinez MJ, Martinez AT (2001). "A new versatile peroxidase from Pleurotus." Biochem Soc Trans 29(Pt 2);116-22. PMID: 11356138

RuizDuenas99: Ruiz-Duenas FJ, Martinez MJ, Martinez AT (1999). "Molecular characterization of a novel peroxidase isolated from the ligninolytic fungus Pleurotus eryngii." Mol Microbiol 31(1);223-35. PMID: 9987124

RuizDuenas99a: Ruiz-Duenas FJ, Martinez MJ, Martinez AT (1999). "Heterologous expression of Pleurotus eryngii peroxidase confirms its ability to oxidize Mn(2+) and different aromatic substrates." Appl Environ Microbiol 65(10);4705-7. PMID: 10508113

Wariishi88: Wariishi H, Akileswaran L, Gold MH (1988). "Manganese peroxidase from the basidiomycete Phanerochaete chrysosporium: spectral characterization of the oxidized states and the catalytic cycle." Biochemistry 27(14);5365-70. PMID: 3167051


Report Errors or Provide Feedback
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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