Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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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

Enzymes and Genes:
anthocyanidin synthase/flavonol synthase Inferred from experiment : ANS/FLS ( Ginkgo biloba )
flavonol synthase/flavanone 3-dioxygenase Inferred from experiment : FLS ( Citrus unshiu )
flavonol synthase Inferred from experiment : FLS1 ( Fagopyrum tataricum )
flavonol synthase Inferred from experiment : FLS ( Equisetum arvense )
flavonol synthase Inferred from experiment : FLS ( Arabidopsis thaliana col )

In Pathway: rutin biosynthesis , flavonoid biosynthesis (in equisetum) , flavonol biosynthesis

Note that this reaction equation differs from the official Enzyme Commission reaction equation for this EC number, which can be found here .

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.

Direct generic reaction:
a dihydroflavonol + 2-oxoglutarate + oxygen → a flavonol + succinate + CO2 + H2O (1.14.11.23)

Enzyme Commission Primary Name: flavonol synthase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -137.94702 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]

Gene-Reaction Schematic: ?

Unification Links: KEGG:R02160

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


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 Sat Dec 20, 2014, BIOCYC14A.