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Information on EC 2.4.1.120 - sinapate 1-glucosyltransferase
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EC Tree
2.4.1.120 sinapate 1-glucosyltransferaseIUBMB Comments
Some other hydroxycinnamates, including 4-coumarate, ferulate and caffeate, can act as acceptors, but more slowly. Only glucose esters, not glucosides, are formed (cf. EC 2.4.1.126 hydroxycinnamate 4-beta-glucosyltransferase).
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Word Map
- 2.4.1.120
- brassica
-
oilseed
- sinapine
- rape
- sinapoylcholine
- agriculture
- seedlings
-
seed-specific
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antinutritive
- glycosides
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sinapoylglucose
- sinapoylmalate
-
beta-acetal
- syringate
-
rapeseed
-
sinapoyltransferase
-
agronomic
- choline
-
dsrnai
- brassicaceae
- hydroxycinnamates
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phenylpropanoids
-
sink
- 4-coumarate
- glucosinolate
- esterase
The enzyme appears in viruses and cellular organisms
Synonyms
ugt84a9, bnsgt1, udp-glucose:sinapate glucosyltransferase, dcusagt1, usagt, sgt enzyme, udp-glucose sinapic acid glucosyltransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
BnSGT1
DcUSAGT1
Glucosyltransferase, uridine diphosphoglucose-sinapate
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HCA-GT
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SGT
UDP-glucose: sinapic acid glucosyltransferase
UDP-glucose:sinapate glucosyltransferase
UDP-glucose:sinapic acid glucosyltransferase
UDPglucose:sinapic acid glucosyltransferase
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UGT84A9
Uridine 5'-diphosphoglucose-hydroxycinnamic acid acylglucosyltransferase
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uridine 5'-diphosphoglucose:hydroxycinnamic acid acylglucosyltransferase
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USAGT
additional information
SGT
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-
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UDP-glucose:sinapate glucosyltransferase
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UDP-glucose:sinapic acid glucosyltransferase
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additional information
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enzyme belongs to the serine carboxypeptidase-like family of acyltransferases
additional information
enzyme belongs to the serine carboxypeptidase-like family of acyltransferases
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
UDP-alpha-D-glucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
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UDP-alpha-D-glucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
sequential mechanism
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UDP-alpha-D-glucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
random bi bi mechanism
UDP-alpha-D-glucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
mechanism fits a random bi bi model
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hexosyl group transfer
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-
-
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
UDP-glucose:sinapate D-glucosyltransferase
Some other hydroxycinnamates, including 4-coumarate, ferulate and caffeate, can act as acceptors, but more slowly. Only glucose esters, not glucosides, are formed (cf. EC 2.4.1.126 hydroxycinnamate 4-beta-glucosyltransferase).
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CAS REGISTRY NUMBER
COMMENTARY
74082-53-4
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
UDP-alpha-D-glucose + 3,5-dihydroxybenzoic acid
UDP + 1-O-(3,5-dihydroxybenzoyl)-beta-D-glucose
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5% of activity compared to sinapic acid
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?
UDP-alpha-D-glucose + 4-hydroxybenzoic acid
UDP + 1-O-(4-hydroxybenzoyl)-beta-D-glucose
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31% of activity compared to sinapic acid
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?
UDP-alpha-D-glucose + 5-hydroxyferulic acid
UDP + 1 O-(5-hydroxyferuloyl)-beta-D-glucose
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39% of the activity with sinapic acid
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?
UDP-alpha-D-glucose + anthranilic acid
UDP + 1-O-anthraniloyl-beta-D-glucose
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31% of activity compared to sinapic acid
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?
UDP-alpha-D-glucose + benzoic acid
UDP + 1-O-benzoyl-beta-D-glucose
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39% of activity compared to sinapic acid
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?
UDP-alpha-D-glucose + cinnamate
UDP + 1-O-cinnamoyl-beta-D-glucose
20% activity compared to sinapate
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?
UDP-alpha-D-glucose + vanillic acid
UDP + 1-O-vanilloyl-beta-D-glucose
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36% of activity compared to sinapic acid
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?
dTDP-alpha-D-glucose + sinapic acid
dTDP + 1-O-sinapoyl-beta-D-glucose
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96% of the activity with UDPglucose
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r
dTDP-alpha-D-glucose + sinapic acid
dTDP + 1-O-sinapoyl-beta-D-glucose
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-
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?
UDP-alpha-D-glucose + 4-coumarate
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
13% activity compared to sinapate
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?
UDP-alpha-D-glucose + 4-coumarate
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
recombinant enzyme, 2% efficiency compared to sinapate
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?
UDP-alpha-D-glucose + 4-coumaric acid
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
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21% of the activity with sinapic acid
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?
UDP-alpha-D-glucose + 4-coumaric acid
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
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40% of activity compared to sinapic acid
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?
UDP-alpha-D-glucose + caffeic acid
UDP + 1-O-caffeoyl-beta-D-glucose
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14% of the activity with sinapic acid
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?
UDP-alpha-D-glucose + caffeic acid
UDP + 1-O-caffeoyl-beta-D-glucose
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38% of activity compared to sinapic acid
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?
UDP-alpha-D-glucose + cinnamic acid
UDP + 1-O-cinnamoyl-beta-D-glucose
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24% of the activity with sinapic acid
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?
UDP-alpha-D-glucose + cinnamic acid
UDP + 1-O-cinnamoyl-beta-D-glucose
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16% of activity compared to sinapic acid
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?
UDP-alpha-D-glucose + ferulate
UDP + 1-O-feruloyl-beta-D-glucose
17% activity compared to sinapate
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?
UDP-alpha-D-glucose + ferulate
UDP + 1-O-feruloyl-beta-D-glucose
recombinant enzyme, 4% efficiency compared to sinapate
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
best substrate
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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one of the key enzymes in sinapate ester biosynthesis, sinapate ester content and pattern in seeds, overview
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
regulation of the sinapate ester metabolism, enzyme expression is restricted to developing seeds, where it is involved in accumulation kinetics of corresponding metabolites
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
recombinant enzyme, best substrate
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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?
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
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r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
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r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
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r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
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r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
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detoxification of sinapic acid and activation of sinapic acid for the subsequent sinapoyltransferase reaction leading to sinapoylmalate
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r
UDP-alpha-D-glucose + syringic acid
UDP + 1-O-syringoyl-beta-D-glucose
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10% of the activity with sinapic acid
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?
UDP-alpha-D-glucose + syringic acid
UDP + 1-O-syringoyl-beta-D-glucose
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35% of activity compared to sinapic acid
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?
UDP-glucose + caffeate
UDP + 1-caffeoyl-D-glucose
10% activity compared to sinapate
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?
UDP-glucose + caffeate
UDP + 1-caffeoyl-D-glucose
recombinant enzyme, 1% efficiency compared to sinapate
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?
UDPalpha-D-glucose + ferulic acid
UDP + 1-O-feruloyl-beta-D-glucose
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77% of the activity with sinapid acid
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?
UDPalpha-D-glucose + ferulic acid
UDP + 1-O-feruloyl-beta-D-glucose
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38% of activity compared to sinapic acid
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?
additional information
?
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the hyper-fluorescent trichome phenotype of the brt1 mutant of Arabidopsis is the result of a defect in a sinapic acid:UDPG glucosyltransferase
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?
additional information
?
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recombinant enzyme shows a broad substrate specificity, indole-3-acetate, 4-hydroxybenzoate, and salicylate are no substrates
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?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
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the hyper-fluorescent trichome phenotype of the brt1 mutant of Arabidopsis is the result of a defect in a sinapic acid:UDPG glucosyltransferase
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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-
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
-
-
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
one of the key enzymes in sinapate ester biosynthesis, sinapate ester content and pattern in seeds, overview
-
-
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
regulation of the sinapate ester metabolism, enzyme expression is restricted to developing seeds, where it is involved in accumulation kinetics of corresponding metabolites
-
-
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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-
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?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
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?
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
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r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
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detoxification of sinapic acid and activation of sinapic acid for the subsequent sinapoyltransferase reaction leading to sinapoylmalate
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r
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
PCMB
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100% inhibition at 1 mM, activity can be restored up to 50% by addition of 10 mM dithiothreitol, 24% inhibition at 0.1 mM, activity can be completely restored by 10 mM dithiothreitol
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
kinetic data for unpurified enzyme in crude protein extract of Escherichia coli expressing the recombinant enzyme
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additional information
additional information
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kinetic data for unpurified enzyme in crude protein extract of Escherichia coli expressing the recombinant enzyme
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6 - 8.5
6 - 8.5
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over 70% of maximal activity at pH 6.0-7.5, 30% at pH 8.5, inactive at pH 9.0
6 - 8.5
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over 70% of maximal activity at pH 6.0-7.5, 30% at pH 8.5, inactive at pH 9.0
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
30
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
20 - 40
20 - 40
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over 40% of maximal activity at 20-40°C, inactivation at 50°C
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
non-purple carrot cultivars Kurodagosun, Sanhongliucun, and Junchuanhong
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brenda
var. atrorubens, purple carrot cultivars Deep purple, Purple68, and Tianzi2-hao
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brenda
UGT84A9a, gene locus belongs to sequence type 1, genome harbours 4 distinct gene loci; cv. Express
UniProt
brenda
UGT84A9b, gene locus belongs to sequence type 1, genome harbours 4 distinct gene loci; cv. Express
UniProt
brenda
UGT84A9c, gene locus belongs to sequence type 2, genome harbours 4 distinct gene loci; cv. Express
UniProt
brenda
UGT84A9d, gene locus belongs to sequence type 2, genome harbours 4 distinct gene loci; cv. Express
UniProt
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
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crude enzyme extracted from the purple carrot taproots rather than non-purple carrot taproots exhibits USAGT activity. Expression profiles of the enzyme in the three non-purple carrot cultivars Kurodagosun, Sanhongliucun, and Junchuanhong, quantitative real-time PCR expression analysis, overview
brenda
-
crude enzyme extracted from the purple carrot taproots rather than non-purple carrot taproots exhibits USAGT activity. Expression profiles of the enzyme in the three purple carrot cultivars Deep purple, Purple68, and Tianzi2-hao, quantitative real-time PCR expression analysis, overview
brenda
expression analysis of SGT gene measured at different stages of seed development
brenda
transcription levels increase throughout early stages of seed development until the early- and mid-cotyledonary stage, and stays constant in later stages
brenda
at cotyledon stage and at well-developed mature embryo stage
brenda
highest expression level at age of 2 days, followed by a dramatic decrease
brenda
additional information
expression analysis during seed development, accumulation of BnSGT1 transcripts and sinapate esters at early cotyledonary stages, overview
brenda