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discounted EARLY registration ends Dec 31, 2014
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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
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MetaCyc Enzyme: 2-hydroxyflavanone dibenzoylmethane tautomer glucosyltransferase

Gene: CGT Accession Number: G-12193 (MetaCyc)

Species: Oryza sativa

Summary:
A protein fraction from rice tissues with C-glycosyltransferase activity was chromatographically purified, and sequenced. The protein sequence was blasted against the rice genome and the corresponding gene isolated and cloned in Escherichia coli. The gene (OsCGT) belongs to the O-glycosyltransferase family, but specifically C-glycosylates and has negligible O-glycosyltransferase activity. The recombinant OsCGT was able to produce 6C-glucosyl-2-hydroxynaringenin, 6C-β-D-glucosyl-2-hydroxyeriodictyol and 6C-glucosyl-2,5,7-trihydroxyflavanone from the corresponding dibenzoylmethane tautomers which, in concert with 2-hydroxyflavanone-C-glucoside dehydratase in rice or spontaneously, were dehydrated to the relevant 6C-glucsoylflavones [BrazierHicks09].

Molecular Weight of Polypeptide: 49.43 kD (from nucleotide sequence), 49.0 kD (experimental) [BrazierHicks09 ]

Unification Links: ArrayExpress:C3W7B0 , Entrez-Nucleotide:FM179712 , NCBI Entrez Protein (GI):CAQ77160 , Protein Model Portal:C3W7B0 , String:C3W7B0 , UniProt:C3W7B0

Relationship Links: InterPro:IN-FAMILY:IPR002213 , Panther:IN-FAMILY:PTHR11926 , Pfam:IN-FAMILY:PF00201 , Prosite:IN-FAMILY:PS00375

Gene-Reaction Schematic: ?

Credits:
Created 23-Sep-2010 by Pujar A , Boyce Thompson Institute
Revised 21-Jan-2013 by Foerster H , Boyce Thompson Institute


Enzymatic reaction of: 2,5,7-trihydroxyflavanone dibenzoylmethane tautomer 6C-glucosyltransferase (2-hydroxyflavanone dibenzoylmethane tautomer glucosyltransferase)

EC Number: 2.4.1.-

2,5,7-trihydroxyflavanone dibenzoylmethane tautomer + UDP-α-D-glucose <=> 6C-glucosyl-2,5,7-trihydroxyflavanone + UDP + H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

The reaction is favored in the direction shown.

In Pathways: C-glycosylflavone biosynthesis III

Summary:
catalytic efficiency (Kcat/Km) = 46.238

Kinetic Parameters:

Substrate
Km (μM)
kcat (sec-1)
kcat/Km (sec-1 μM-1)
Specific Activity (U/mg)
Citations
2,5,7-trihydroxyflavanone dibenzoylmethane tautomer
16.5
0.76
[BrazierHicks09]


Enzymatic reaction of: 2,5,7-trihydroxyflavanone dibenzoylmethane tautomer 8C-glucosyltransferase (2-hydroxyflavanone dibenzoylmethane tautomer glucosyltransferase)

EC Number: 2.4.1.-

2,5,7-trihydroxyflavanone dibenzoylmethane tautomer + UDP-α-D-glucose <=> 8C-glucosyl-2,5,7-trihydroxyflavanone + UDP + 2 H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

The reaction is favored in the direction shown.

In Pathways: C-glycosylflavone biosynthesis III

Summary:
catalytic efficiency (Kcat/Km) = 46.238

Kinetic Parameters:

Substrate
Km (μM)
kcat (sec-1)
kcat/Km (sec-1 μM-1)
Specific Activity (U/mg)
Citations
2,5,7-trihydroxyflavanone dibenzoylmethane tautomer
16.5
0.76
[BrazierHicks09]


Enzymatic reaction of: eriodictyol dibenzoylmethane tautomer 6C-glucosyltransferase (2-hydroxyflavanone dibenzoylmethane tautomer glucosyltransferase)

EC Number: 2.4.1.-

eriodictyol dibenzoylmethane tautomer + UDP-α-D-glucose <=> 6C-β-D-glucosyl-2-hydroxyeriodictyol + UDP + H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

The reaction is favored in the direction shown.

In Pathways: C-glycosylflavone biosynthesis II

Kinetic Parameters:

Substrate
Specific Activity (U/mg)
Citations
eriodictyol dibenzoylmethane tautomer
[BrazierHicks09]


Enzymatic reaction of: eriodictyol dibenzoylmethane tautomer 8C-glucosyltransferase (2-hydroxyflavanone dibenzoylmethane tautomer glucosyltransferase)

EC Number: 2.4.1.-

eriodictyol dibenzoylmethane tautomer + UDP-α-D-glucose <=> 8C-β-D-glucosyl-2-hydroxyeriodictyol + UDP + H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

The reaction is favored in the direction shown.

In Pathways: C-glycosylflavone biosynthesis II

Kinetic Parameters:

Substrate
Specific Activity (U/mg)
Citations
eriodictyol dibenzoylmethane tautomer
[BrazierHicks09]


Enzymatic reaction of: 6C-naringenin dibenzoylmethane tautomer glucosyltransferase (2-hydroxyflavanone dibenzoylmethane tautomer glucosyltransferase)

EC Number: 2.4.1.-

naringenin dibenzoylmethane tautomer + UDP-α-D-glucose <=> 6C-glucosyl-2-hydroxynaringenin + UDP + H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

The reaction is favored in the direction shown.

In Pathways: C-glycosylflavone biosynthesis I

Summary:
catalytic efficiency (Kcat/Km) = 1.254.317

Kinetic Parameters:

Substrate
Km (μM)
kcat (sec-1)
kcat/Km (sec-1 μM-1)
Specific Activity (U/mg)
Citations
naringenin dibenzoylmethane tautomer
2.5
3.13
[BrazierHicks09]


Enzymatic reaction of: 8C-naringenin dibenzoylmethane tautomer glucosyltransferase (2-hydroxyflavanone dibenzoylmethane tautomer glucosyltransferase)

EC Number: 2.4.1.-

naringenin dibenzoylmethane tautomer + UDP-α-D-glucose <=> 8C-glucosyl-2-hydroxynaringenin + UDP + 2 H+

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

The reaction is favored in the direction shown.

In Pathways: C-glycosylflavone biosynthesis I

Summary:
catalytic activity (Kcat/Km) = 1.254.317

Kinetic Parameters:

Substrate
Km (μM)
kcat (sec-1)
kcat/Km (sec-1 μM-1)
Specific Activity (U/mg)
Citations
naringenin dibenzoylmethane tautomer
2.5
3.13
[BrazierHicks09]


References

BrazierHicks09: Brazier-Hicks M, Evans KM, Gershater MC, Puschmann H, Steel PG, Edwards R (2009). "The C-glycosylation of flavonoids in cereals." J Biol Chem 284(27);17926-34. PMID: 19411659


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 Fri Dec 19, 2014, BIOCYC14B.