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Literature summary extracted from

  • Matsuba, Y.; Sasaki, N.; Tera, M.; Okamura, M.; Abe, Y.; Okamoto, E.; Nakamura, H.; Funabashi, H.; Takatsu, M.; Saito, M.; Matsuoka, H.; Nagasawa, K.; Ozeki, Y.
    A novel glucosylation reaction on anthocyanins catalyzed by acyl-glucose-dependent glucosyltransferase in the petals of carnation and delphinium (2010), Plant Cell, 22, 3374-3389.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.4.1.299 transient expression as GFP-tagged protein in onion epidermal cells in vacuoles and cytosol using the CaMV 35S promoter Dianthus caryophyllus
2.4.1.300 transient expression as GFP-tagged protein in onion epidermal cells using the CaMV 35S promoter Delphinium grandiflorum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.4.1.299 0.0065
-
cyanidin 3-O-beta-D-glucoside pH 5.0, 30°C, recombinant enzyme Dianthus caryophyllus
2.4.1.299 0.013
-
cyanidin 3-O-beta-D-glucoside pH 5.0, 30°C, native enzyme Dianthus caryophyllus
2.4.1.299 0.0465
-
1-O-vanilloyl-beta-D-glucose pH 5.0, 30°C, native enzyme Dianthus caryophyllus
2.4.1.299 0.0519
-
1-O-vanilloyl-beta-D-glucose pH 5.0, 30°C, recombinant enzyme Dianthus caryophyllus
2.4.1.300 0.0229
-
cyanidin 3-O-beta-D-glucoside pH 5.0, 30°C, recombinant enzyme Delphinium grandiflorum
2.4.1.300 0.2608
-
1-O-vanilloyl-beta-D-glucose pH 5.0, 30°C, recombinant enzyme Delphinium grandiflorum

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.4.1.299 vacuole
-
Dianthus caryophyllus 5773
-
2.4.1.300 vacuole
-
Delphinium grandiflorum 5773
-

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.4.1.299 55000
-
x * 55000, SDS-PAGE Dianthus caryophyllus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.4.1.299 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside Dianthus caryophyllus
-
vanillate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside Delphinium grandiflorum
-
vanillate + cyanidin 3,7-di-O-beta-D-glucoside
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.4.1.299 Dianthus caryophyllus
-
-
-
2.4.1.299 Dianthus caryophyllus
-
carnation
-
2.4.1.300 Delphinium grandiflorum
-
-
-

Posttranslational Modification

EC Number Posttranslational Modification Comment Organism
2.4.1.299 proteolytic modification the AA5GT contains 30 additional amino acids at the N terminus deleted in the mature protein Dianthus caryophyllus

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.4.1.299 additional information the enzyme expression is restricted to petals, no activity in leaves and stems, overview Dianthus caryophyllus
-
2.4.1.299 petal expression of Dc AA5GT in developing carnation petals is highest at early stages, AA5GT activity and anthocyanin accumulation continue to increase during later stages. Neither Dc AA5GT expression nor AA5GT activity is observed in the petals of mutant carnations, these petals accumulate anthocyanin lacking the glucosyl moiety at the 5 position Dianthus caryophyllus
-
2.4.1.300 additional information the enzyme expression is restricted to petals, no activity in leaves and stems, overview Delphinium grandiflorum
-
2.4.1.300 petal
-
Delphinium grandiflorum
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.4.1.299 1-O-4-coumaroyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus 4-coumarate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-4-hydroxybenzoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus 4-hydroxybenzoate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-caffeoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus caffeate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-feruloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside 1-O-feruloyl-beta-D-glucose is the best donor substrate Dianthus caryophyllus ferulate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-isovanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus isovanillate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-sinapoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus sinapate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-(6-O-malyl)beta-D-glucoside
-
Dianthus caryophyllus vanillate + cyanidin 3-O-(6-O-malyl)beta-D-glucosyl-5-O-beta-D-glucoside
-
?
2.4.1.299 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-galactoside
-
Dianthus caryophyllus vanillate + cyanidin 3,5-di-O-beta-D-galactoside
-
?
2.4.1.299 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus vanillate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside no activity with 1-O-vanilloyl-alpha-D-glucose Dianthus caryophyllus vanillate + cyanidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-vanilloyl-beta-D-glucose + delphinidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus vanillate + delphinidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 1-O-vanilloyl-beta-D-glucose + pelargonidin 3-O-(6-O-malyl)-beta-D-glucoside
-
Dianthus caryophyllus vanillate + pelargonidin 3-O-(6-O-malyl)-beta-D-glucosyl-5-O-beta-D-glucoside
-
?
2.4.1.299 1-O-vanilloyl-beta-D-glucose + pelargonidin 3-O-beta-D-glucoside
-
Dianthus caryophyllus vanillate + pelargonidin 3,5-di-O-beta-D-glucoside
-
?
2.4.1.299 additional information substrate specificity, overview. AA7GT uses various acyl-glucose molecules, including benzoyl-glucose derivatives (C6-C1-glucoses) and 1-O-beta-hydroxycinnamoyl-glucoses (HCAGs, C6-C3-glucoses) but not flavonoid glucosides (C6-C3-C6-glucoses), as donor substrates, but it shows a strict acceptor preference for anthocyanidin 3-glucoside, 3-galactoside, and 3-malylglucoside and shows no preferences for other flavonoids or phenolic compounds. No activity with 1-O-beta-D-vanillyl-galactose, 4-nitropheny-glucoside, arbutin, salicin, populin, eleutheroside B, phloridzin, glucovanillin, esculin, kaempferol 3-glucoside, kaempferol 7-neohesperidoside, apigenin 7-glucoside, naringenin 7-glucoside, daidzin, indican. And no activity with kaempferol, kaempferol 3-glucoside, apigenin, apigenin 7-glucoside, naringenin, naringenin 7-glucoside, cyanidin, cyanidin 3,5-glucoside, cyanidin 3,7-glucosside, pelargonidin, delphinidin, (+) catechin, (-) epicatechin, 1-naphtol, 2-naphtol, NAA, indole acetic acid, 7-hydroxy-4-methylcoumarin, 7-hydroxy-6-methoxycoumarin, salicylic acid, phloroglucin Dianthus caryophyllus ?
-
?
2.4.1.300 1-O-4-coumaroyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Delphinium grandiflorum 4-coumarate + cyanidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-4-hydroxybenzoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside 1-O-4-hydroxybenzoyl-beta-D-glucose is the best donor substrate Delphinium grandiflorum 4-hydroxybenzoate + cyanidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-caffeoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Delphinium grandiflorum caffeate + cyanidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-feruloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Delphinium grandiflorum ferulate + cyanidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-isovanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Delphinium grandiflorum isovanillate + cyanidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-(6-O-malylglucoside)
-
Delphinium grandiflorum vanillate + cyanidin 3-O-beta-((6-O-malyl)-D-glucosyl)-7-O-beta-D-glucoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-galactoside
-
Delphinium grandiflorum vanillate + cyanidin 3,7-di-O-beta-D-galactoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
-
Delphinium grandiflorum vanillate + cyanidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside no activity with 1-O-vanilloyl-alpha-D-glucose Delphinium grandiflorum vanillate + cyanidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + delphinidin 3-O-beta-D-glucoside
-
Delphinium grandiflorum vanillate + delphinidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + pelargonidin 3-O-(6-O-malyl)-beta-D-glucoside
-
Delphinium grandiflorum vanillate + pelargonidin 3-O-(6-O-malyl)-beta-D-glucosyl-7-O-beta-D-glucoside
-
?
2.4.1.300 1-O-vanilloyl-beta-D-glucose + pelargonidin 3-O-beta-D-glucoside
-
Delphinium grandiflorum vanillate + pelargonidin 3,7-di-O-beta-D-glucoside
-
?
2.4.1.300 additional information substrate specificity, overview. AA7GT uses various acyl-glucose molecules, including benzoyl-glucose derivatives (C6-C1-glucoses) and 1-O-beta-hydroxycinnamoyl-glucoses (HCAGs, C6-C3-glucoses) but not flavonoid glucosides (C6-C3-C6-glucoses), as donor substrates, but it shows a strict acceptor preference for anthocyanidin 3-glucoside, 3-galactoside, and 3-malylglucoside and shows no preferences for other flavonoids or phenolic compounds. No activity with 1-O-beta-D-vanillyl-galactose, 4-nitropheny-glucoside, arbutin, salicin, populin, eleutheroside B, phloridzin, glucovanillin, esculin, kaempferol 3-glucoside, kaempferol 7-neohesperidoside, apigenin 7-glucoside, naringenin 7-glucoside, daidzin, indican. And no activity with kaempferol, kaempferol 3-glucoside, apigenin, apigenin 7-glucoside, naringenin, naringenin 7-glucoside, cyanidin, cyanidin 3,5-glucoside, cyanidin 3,7-glucosside, pelargonidin, delphinidin, (+) catechin, (-) epicatechin, 1-naphtol, 2-naphtol, NAA, indole acetic acid, 7-hydroxy-4-methylcoumarin, 7-hydroxy-6-methoxycoumarin, salicylic acid, phloroglucin Delphinium grandiflorum ?
-
?

Subunits

EC Number Subunits Comment Organism
2.4.1.299 ? x * 55000, SDS-PAGE Dianthus caryophyllus

Synonyms

EC Number Synonyms Comment Organism
2.4.1.299 AA5GT
-
Dianthus caryophyllus
2.4.1.299 acyl-glucose-dependent glucosyltransferase
-
Dianthus caryophyllus
2.4.1.300 AA7GT
-
Delphinium grandiflorum
2.4.1.300 acyl-glucose-dependent anthocyanin 7-O-glucosyltransferase
-
Delphinium grandiflorum
2.4.1.300 acyl-glucose-dependent glucosyltransferase
-
Delphinium grandiflorum
2.4.1.300 Dg AA7GT
-
Delphinium grandiflorum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.4.1.299 30
-
-
Dianthus caryophyllus
2.4.1.300 30
-
-
Delphinium grandiflorum

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.4.1.299 0.01
-
1-O-vanilloyl-beta-D-glucose pH 5.0, 30°C, native and recombinant enzyme Dianthus caryophyllus
2.4.1.299 0.06
-
cyanidin 3-O-beta-D-glucoside pH 5.0, 30°C, native enzyme Dianthus caryophyllus
2.4.1.299 0.07
-
cyanidin 3-O-beta-D-glucoside pH 5.0, 30°C, recombinant enzyme Dianthus caryophyllus
2.4.1.300 0.1
-
1-O-vanilloyl-beta-D-glucose pH 5.0, 30°C, recombinant enzyme Delphinium grandiflorum
2.4.1.300 0.17
-
cyanidin 3-O-beta-D-glucoside pH 5.0, 30°C, recombinant enzyme Delphinium grandiflorum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.4.1.299 5
-
-
Dianthus caryophyllus
2.4.1.300 6
-
-
Delphinium grandiflorum

General Information

EC Number General Information Comment Organism
2.4.1.299 evolution the enzyme belongs to the glycoside hydrolase family 1, molecular phylogenetic tree based on amino acid sequences, overview Dianthus caryophyllus
2.4.1.299 physiological function in carnation petals, an acyl-glucose, 1-O-beta-D-vanillyl-glucose, acts as the donor molecule in the glucosyl transfer reaction at the 5 position of anthocyanin Dianthus caryophyllus
2.4.1.300 evolution the enzyme belongs to the glycoside hydrolase family 1, molecular phylogenetic tree based on amino acid sequences, overview Delphinium grandiflorum
2.4.1.300 physiological function in delphinium petals, an acyl-glucose, 1-O-beta-D-vanillyl-glucose, acts as the donor molecule in the glucosyl transfer reaction at the 7 position of anthocyanin Delphinium grandiflorum