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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
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MetaCyc Enzyme: anthocyanin 3'-glucosyltransferase

Gene: 3'GT Accession Number: G-9558 (MetaCyc)

Species: Gentiana triflora

Summary:
The cDNA encoding anthocyanin 3'-O-glucosyltransferase (3'GT) was isolated from petals of Gentiana triflora. The enzyme was recombinantly expressed in Escherichia coli and its molecular function confirmed. In addition the enzyme was expressed in Petunia. The Petunia transformants accumulated the expected delphinidin 3,5,3'-triglucoside but did not show a noticeable color change compared with the wild type. The 3'GT only accepted substrates with 3',4',5'-hydroxylation pattern including delphinidin 3-O-glucoyl-5-O-caffeoylglucoside indicating the existence of an metabolic net for the formation of gentiodelphin with regard to acylation and glucosylation succession. However, delphinidin 3,5-diglucoside was the preferred substrate in comparison to delphinidin 3-O-glucoyl-5-O-caffeoylglucoside (51% relative activity). The overall structure of the anthocyanin was important for the acceptance as a substrate since delphinidin and delphinidin 3-glucoside were only poor substrates in vitro possibly not being used at all in vivo. That finding signifies that the glucosylation pattern of delphinidin follows the order 3-O, 5-O, 3'-O-glucosylation. The enzyme was highly specific for UDP-glucose as donor and was competitively inhibited by UDP (Ki = 760 uM). The 3'GT was mostly expressed during flower development in petals (but not in fully opened flowers) [FukuchiMizutani03].

Molecular Weight of Polypeptide: 54037 kD (from nucleotide sequence), 55 kD (experimental) [FukuchiMizutani03 ]

Unification Links: Entrez:BAC54092

Relationship Links: Entrez-Nucleotide:PART-OF:AB076697

Gene-Reaction Schematic: ?

Credits:
Created 06-Sep-2006 by Foerster H , TAIR


Enzymatic reaction of: UDP-D-glucose:delphinidin 3-O-glucosyl-5-O-caffeoylglucoside -O-β-D-glucosyltransferase (anthocyanin 3'-glucosyltransferase)

UDP-α-D-glucose + delphinidin 3-O-glucosyl-5-O-caffeoylglucoside <=> delphinidin 3-O-glucosyl-5-O-(caffeoylglucoside-3'-O-glucoside) + UDP + H+

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

The reaction is favored in the direction shown.

In Pathways: superpathway of anthocyanin biosynthesis (from delphinidin 3-O-glucoside) , gentiodelphin biosynthesis

Activators (Unknown Mechanism): Al3+ [FukuchiMizutani03] , Co2+ [FukuchiMizutani03]

Inhibitors (Competitive): UDP [FukuchiMizutani03]

Primary Physiological Regulators of Enzyme Activity: UDP


Enzymatic reaction of: UDP-D-glucose:delphinidin-3,5-diglucoside -O-β-D-glucosyltransferase (anthocyanin 3'-glucosyltransferase)

EC Number: 2.4.1.238

UDP-α-D-glucose + delphinidin 3,5-di-O-β-D-glucoside <=> delphinidin 3,3',5-tri-O-β-D-glucoside + UDP + H+

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

The reaction is favored in the direction shown.

In Pathways: superpathway of anthocyanin biosynthesis (from delphinidin 3-O-glucoside) , gentiodelphin biosynthesis

Activators (Unknown Mechanism): Al3+ [FukuchiMizutani03] , Co2+ [FukuchiMizutani03]

Inhibitors (Competitive): UDP [FukuchiMizutani03]

Primary Physiological Regulators of Enzyme Activity: UDP

Kinetic Parameters:

Substrate
Km (μM)
Citations
delphinidin 3,5-di-O-β-D-glucoside
120.0
[FukuchiMizutani03]


References

FukuchiMizutani03: Fukuchi-Mizutani M, Okuhara H, Fukui Y, Nakao M, Katsumoto Y, Yonekura-Sakakibara K, Kusumi T, Hase T, Tanaka Y (2003). "Biochemical and molecular characterization of a novel UDP-glucose:anthocyanin 3'-O-glucosyltransferase, a key enzyme for blue anthocyanin biosynthesis, from gentian." Plant Physiol 132(3);1652-63. PMID: 12857844


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, biocyc11.