Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
twitter

MetaCyc Reaction: 1.14.11.23

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 1.14.11.23

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Mass balance status: Balanced.

Instance reactions:
(+)-taxifolin + 2-oxoglutarate + oxygen → quercetin + succinate + CO2 + H2O (1.14.11.23)

dihydromyricetin + 2-oxoglutarate + oxygen → myricetin + succinate + CO2 + H2O (1.14.11.23)

Enzyme Commission Primary Name: flavonol synthase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -117.40474 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
In addition to the desaturation of (2R,3R)-dihydroflavonols to flavonols, the enzyme from the satsuma orange Citrus unshiu also has a non-specific activity that trans-hydroxylates the flavanones (2S)-naringenin and the unnatural (2R)-naringenin at C-3 to kaempferol and (+)-dihydrokaempferol, respectively [Lukacin03]. Requires Fe2+.

Citations: [Wellmann02, Martens03, Turnbull04]

Unification Links: KEGG:R07368

Relationship Links: BRENDA:EC:1.14.11.23 , ENZYME:EC:1.14.11.23 , IUBMB-ExplorEnz:EC:1.14.11.23

Credits:
Revised 14-Sep-2012 by Caspi R , SRI International


References

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

Lukacin03: Lukacin R, Wellmann F, Britsch L, Martens S, Matern U (2003). "Flavonol synthase from Citrus unshiu is a bifunctional dioxygenase." Phytochemistry 62(3);287-92. PMID: 12620339

Martens03: Martens S, Forkmann G, Britsch L, Wellmann F, Matern U, Lukacin R (2003). "Divergent evolution of flavonoid 2-oxoglutarate-dependent dioxygenases in parsley." FEBS Lett 544(1-3);93-8. PMID: 12782296

Turnbull04: Turnbull JJ, Nakajima J, Welford RW, Yamazaki M, Saito K, Schofield CJ (2004). "Mechanistic studies on three 2-oxoglutarate-dependent oxygenases of flavonoid biosynthesis: anthocyanidin synthase, flavonol synthase, and flavanone 3beta-hydroxylase." J Biol Chem 279(2);1206-16. PMID: 14570878

Wellmann02: Wellmann F, Lukacin R, Moriguchi T, Britsch L, Schiltz E, Matern U (2002). "Functional expression and mutational analysis of flavonol synthase from Citrus unshiu." Eur J Biochem 269(16);4134-42. PMID: 12180990


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
Page generated by SRI International Pathway Tools version 18.5 on Mon Nov 24, 2014, BIOCYC14A.