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Information on EC 2.4.1.120 - sinapate 1-glucosyltransferase
for references in articles please use BRENDA:EC2.4.1.120
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EC Tree 2 Transferases
2.4 Glycosyltransferases
2.4.1 Hexosyltransferases
2.4.1.120 sinapate 1-glucosyltransferase
IUBMB 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-β-glucosyltransferase).
The enzyme appears in viruses and cellular organisms
- 2.4.1.120
- brassica
-
oilseed
- sinapine
- rape
- sinapoylcholine
- agriculture
- seedlings
-
seed-specific
-
antinutritive
- glycosides
-
sinapoylglucose
- sinapoylmalate
-
beta-acetal
- syringate
-
rapeseed
-
sinapoyltransferase
-
agronomic
- choline
-
dsrnai
- brassicaceae
- hydroxycinnamates
-
phenylpropanoids
-
sink
- 4-coumarate
- glucosinolate
- esterase
showSynonyms
ugt84a9, bnsgt1, udp-glucose:sinapate glucosyltransferase, dcusagt1, usagt, sgt enzyme, udp-glucose sinapic acid glucosyltransferase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
BnSGT1
DcUSAGT1
Glucosyltransferase, uridine diphosphoglucose-sinapate
-
-
-
-
HCA-GT
-
-
-
-
SGT
UDP-glucose: sinapic acid glucosyltransferase
UDP-glucose:sinapate glucosyltransferase
UDP-glucose:sinapic acid glucosyltransferase
UDPglucose:sinapic acid glucosyltransferase
-
-
-
-
UGT84A9
Uridine 5'-diphosphoglucose-hydroxycinnamic acid acylglucosyltransferase
-
-
-
-
uridine 5'-diphosphoglucose:hydroxycinnamic acid acylglucosyltransferase
-
-
-
-
USAGT
additional information
SGT
-
-
-
-
UDP-glucose:sinapate glucosyltransferase
-
UDP-glucose:sinapic acid glucosyltransferase
-
-
-
-
additional information
-
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
sequential mechanism
-
UDP-alpha-D-glucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
mechanism fits a random bi bi model
-
UDP-alpha-D-glucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
-
-
-
-
UDP-alpha-D-glucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
random bi bi mechanism
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hexosyl group transfer
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
MetaCyc
sinapate ester biosynthesis
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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
LITERATURE
COMMENTARY
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
-
Substrates: 5% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + 4-hydroxybenzoic acid
UDP + 1-O-(4-hydroxybenzoyl)-beta-D-glucose
-
Substrates: 31% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + 5-hydroxyferulic acid
UDP + 1 O-(5-hydroxyferuloyl)-beta-D-glucose
-
Substrates: 39% of the activity with sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + anthranilic acid
UDP + 1-O-anthraniloyl-beta-D-glucose
-
Substrates: 31% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + benzoic acid
UDP + 1-O-benzoyl-beta-D-glucose
-
Substrates: 39% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + cinnamate
UDP + 1-O-cinnamoyl-beta-D-glucose
Substrates: 20% activity compared to sinapate
Products: -
Products: -
?
UDP-alpha-D-glucose + vanillic acid
UDP + 1-O-vanilloyl-beta-D-glucose
-
Substrates: 36% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-glucose + sinapate
UDP + 1-O-(E)-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
?
dTDP-alpha-D-glucose + sinapic acid
dTDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: 96% of the activity with UDPglucose
Products: -
Products: -
r
dTDP-alpha-D-glucose + sinapic acid
dTDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + 4-coumarate
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
Substrates: 13% activity compared to sinapate
Products: -
Products: -
?
UDP-alpha-D-glucose + 4-coumarate
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
Substrates: recombinant enzyme, 2% efficiency compared to sinapate
Products: -
Products: -
?
UDP-alpha-D-glucose + 4-coumaric acid
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
-
Substrates: 21% of the activity with sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + 4-coumaric acid
UDP + 1-O-(4-coumaroyl)-beta-D-glucose
-
Substrates: 40% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + caffeic acid
UDP + 1-O-caffeoyl-beta-D-glucose
-
Substrates: 14% of the activity with sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + caffeic acid
UDP + 1-O-caffeoyl-beta-D-glucose
-
Substrates: 38% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + cinnamic acid
UDP + 1-O-cinnamoyl-beta-D-glucose
-
Substrates: 24% of the activity with sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + cinnamic acid
UDP + 1-O-cinnamoyl-beta-D-glucose
-
Substrates: 16% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + ferulate
UDP + 1-O-feruloyl-beta-D-glucose
Substrates: 17% activity compared to sinapate
Products: -
Products: -
?
UDP-alpha-D-glucose + ferulate
UDP + 1-O-feruloyl-beta-D-glucose
Substrates: recombinant enzyme, 4% efficiency compared to sinapate
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: regulation of the sinapate ester metabolism, enzyme expression is restricted to developing seeds, where it is involved in accumulation kinetics of corresponding metabolites
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: one of the key enzymes in sinapate ester biosynthesis, sinapate ester content and pattern in seeds, overview
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: best substrate
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: recombinant enzyme, best substrate
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: detoxification of sinapic acid and activation of sinapic acid for the subsequent sinapoyltransferase reaction leading to sinapoylmalate
Products: -
Products: -
r
UDP-alpha-D-glucose + syringic acid
UDP + 1-O-syringoyl-beta-D-glucose
-
Substrates: 10% of the activity with sinapic acid
Products: -
Products: -
?
UDP-alpha-D-glucose + syringic acid
UDP + 1-O-syringoyl-beta-D-glucose
-
Substrates: 35% of activity compared to sinapic acid
Products: -
Products: -
?
UDP-glucose + caffeate
UDP + 1-caffeoyl-D-glucose
Substrates: 10% activity compared to sinapate
Products: -
Products: -
?
UDP-glucose + caffeate
UDP + 1-caffeoyl-D-glucose
Substrates: recombinant enzyme, 1% efficiency compared to sinapate
Products: -
Products: -
?
UDPalpha-D-glucose + ferulic acid
UDP + 1-O-feruloyl-beta-D-glucose
-
Substrates: 77% of the activity with sinapid acid
Products: -
Products: -
?
UDPalpha-D-glucose + ferulic acid
UDP + 1-O-feruloyl-beta-D-glucose
-
Substrates: 38% of activity compared to sinapic acid
Products: -
Products: -
?
additional information
?
-
-
Substrates: the hyper-fluorescent trichome phenotype of the brt1 mutant of Arabidopsis is the result of a defect in a sinapic acid:UDPG glucosyltransferase
Products: -
Products: -
?
additional information
?
-
Substrates: recombinant enzyme shows a broad substrate specificity, indole-3-acetate, 4-hydroxybenzoate, and salicylate are no substrates
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
-
-
Substrates: the hyper-fluorescent trichome phenotype of the brt1 mutant of Arabidopsis is the result of a defect in a sinapic acid:UDPG glucosyltransferase
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: regulation of the sinapate ester metabolism, enzyme expression is restricted to developing seeds, where it is involved in accumulation kinetics of corresponding metabolites
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: one of the key enzymes in sinapate ester biosynthesis, sinapate ester content and pattern in seeds, overview
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapate
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
?
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: -
Products: -
Products: -
r
UDP-alpha-D-glucose + sinapic acid
UDP + 1-O-sinapoyl-beta-D-glucose
-
Substrates: detoxification of sinapic acid and activation of sinapic acid for the subsequent sinapoyltransferase reaction leading to sinapoylmalate
Products: -
Products: -
r
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
PCMB
-
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
-
additional information
additional information
-
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
-
over 70% of maximal activity at pH 6.0-7.5, 30% at pH 8.5, inactive at pH 9.0
6 - 8.5
-
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
-
over 40% of maximal activity at 20-40°C, inactivation at 50°C
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.1
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
non-purple carrot cultivars Kurodagosun, Sanhongliucun, and Junchuanhong
-
-
brenda
var. atrorubens, purple carrot cultivars Deep purple, Purple68, and Tianzi2-hao
-
-
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
-
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
additional information
-
expression analysis during seed development, accumulation of BnSGT1 transcripts and sinapate esters at early cotyledonary stages, overview
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
malfunction
metabolism
physiological function
additional information
in-silico structural analysis and molecular docking. Three dimensional structure and binding mode of sinapate with SGT enzyme, overview
evolution
-
the enzyme belongs to the glycosyltransferase-B type superfamily
malfunction
-
silencing the gene of UDP-glucose:sinapate glucosyltransferase (UGT84A9) reduces the anti-nutritive properties of the seeds by lowering the content of the major seed component sinapine (sinapoylcholine) and various minor sinapate esters. Silencing of UGT84A9 gene expression disrupt the metabolic flow through sinapoylglucose and alters the amounts and nature of the phenylpropanoid endproducts
malfunction
suppression of the key biosynthetic enzyme UDP-glucose:sinapic acid glucosyltransferase (UGT84A9) inhibits the biosynthesis of sinapine (sinapoylcholine), the major phenolic component of seeds. Suppression of the major sink pathway of sinapic acid impacts the metabolome of developing seeds and seedlings in UGT84A9-suppressing (UGT84A9i) lines, massive alterations become evident in late stages of seed development affecting the accumulation levels of 58 secondary and 7 primary metabolites, e.g. decreased amounts of various hydroxycinnamic acid esters, and increased formation of sinapic and syringic acid glycosides, overview. Suppression of UGT84A9 under control of the seed-specific NAPINC promoter is maintained in cotyledons during the first two weeks of seedling development and associated with a reduced and delayed transformation of sinapine into sinapoylmalate
metabolism
-
in the 1-O-sinapoylglucose biosynthesis pathway, Sinapic acid and UDP-glucose act as potential substrates for the UDP-glucose: sinapic acid glucosyltransferase, which catalyzes the transfer of glucose moiety from UDP-glucose to the 1-O-position of sinapic acid
metabolism
-
in the 1-O-sinapoylglucose biosynthesis pathway, Sinapic acid and UDP-glucose act as potential substrates for the UDP-glucose: sinapic acid glucosyltransferase, which catalyzes the transfer of glucose moiety from UDP-glucose to the 1-O-position of sinapic acid
metabolism
SGT and SCT, encoding enzymes UDP-glucose: sinapate glucosyltransferase and sinapoylglucose: choline sinapoyltransferase, respectively, are involved in the final two steps of sinapine biosynthetic pathway. Comparison of the two enzymes, overview
physiological function
key enzyme for sinapate ester biosynthesis, the glucosyltransferase UGT84A9 catalyzes the formation of 1-O-sinapoyl-D-glucose, which feeds as acyl donor into a broad range of accumulating sinapate esters, including the major antinutritive seed component sinapoylcholine (sinapine)
physiological function
key enzyme for sinapate ester biosynthesis, the glucosyltransferase UGT84A9 catalyzes the formation of 1-O-sinapoyl-D-glucose, which feeds as acyl donor into a broad range of accumulating sinapate esters, including the major antinutritive seed component sinapoylcholine (sinapine)
physiological function
the enzyme is involved in glycosylation and beta-oxidation as metabolic detoxification strategies to bypass intracellular accumulation of sinapic acid. Feedback regulation of hydroxycinnamic acid biosynthesis
physiological function
-
UDP-glucose: sinapic acid glucosyltransferase (USAGT1) from Daucus carota may influence anthocyanin biosynthesis of purple carrot taproots, DcUSAGT1 may play important roles in the stability of anthocyanin accumulation
physiological function
-
UDP-glucose: sinapic acid glucosyltransferase (USAGT1) from Daucus carota may influence anthocyanin biosynthesis of purple carrot taproots, DcUSAGT1 may play important roles in the stability of anthocyanin accumulation
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). U84A3_ARATH
479
0
53913
Swiss-Prot
Mitochondrion (Reliability: 2)
U84A1_ARATH
490
0
54481
Swiss-Prot
other Location (Reliability: 2)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
50270
x * 55970, unmodified enzyme, amino acid sequence calculation, x * 50270, mature enzyme, amino acid sequence calculation
55970
55970
x * 55970, unmodified enzyme, amino acid sequence calculation, x * 50270, mature enzyme, amino acid sequence calculation
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
x * 55970, unmodified enzyme, amino acid sequence calculation, x * 50270, mature enzyme, amino acid sequence calculation
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
glycoprotein
enzyme is putatively N-glycosylated in the Golgi apparatus
proteolytic modification
enzyme contains a signal peptide, cleavage probably after residue D19
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
two genes are isolated from Brassica juncea and eight silencing constructs are developed using three different RNA silencing approaches viz. antisense RNA, RNAi and artificial microRNA. Transgenics in Brassica juncea are developed following Agrobacterium-mediated transformation. From a total of 1232 independent T0 transgenic events obtained using eight silencing constructs, 25 homozygous lines showing single gene inheritance are identified in the T2 generation. Reduction of seed sinapine content in these lines range from 15.8% to 67.2% compared to wild-type. Development of suppression constructs for SGT, development of silencing constructs for SGT genes viz. antisense RNA (BjSGTAS for SGT), RNAi (BjSGTRNAi for SGT), and artificial microRNA (BjSGTamiR38 and BjSGTamiR40 for SGT), genetic analysis of T2 transgenics and establishment of homozygous lines
additional information
-
construction of a stable seed-specific suppressed transgenic Brassica napus strain with highly reduced enzyme activity by dsRNAi-based gene silencing, utilization of the Agrobacterium tumefaciens infection system, analysis of sinapate ester pattern, 80% reduction of sinapate ester content, 72% reduced sinapine content
additional information
construction of UGT84A9-suppressing (UGT84A9i) lines, suppression of UGT84A9 under control of the seed-specific NAPINC promoter is maintained in cotyledons during the first two weeks of seedling development. Compared to the wild-type, the UGT84A9i lines display a dramatically altered metabolic phenotype during late seed and early seedling development, in both UGT84A9i lines, the level of sinapine is reduced to about 50% of the wild type level, overview. Determination of metabolite levels in four developmental stages of wild-type and mutants subjected to hierarchical cluster analysis reveal seven metabolite groups
additional information
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construction of UGT84A9-suppressing (UGT84A9i) lines, suppression of UGT84A9 under control of the seed-specific NAPINC promoter is maintained in cotyledons during the first two weeks of seedling development. Compared to the wild-type, the UGT84A9i lines display a dramatically altered metabolic phenotype during late seed and early seedling development, in both UGT84A9i lines, the level of sinapine is reduced to about 50% of the wild type level, overview. Determination of metabolite levels in four developmental stages of wild-type and mutants subjected to hierarchical cluster analysis reveal seven metabolite groups
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, less than 10% loss of activity after 2 d, more than 90% loss of activity after 1 month
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant His-tagged DcUSAGT1 from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and desalting gel filtration
recombinant His-tagged DcUSAGT1 from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and desalting gel filtration
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recombinant His-tagged DcUSAGT1 from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and desalting gel filtration
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
binary plasmid constructs for transformation of Arabidopsis are introduced into Agrobacterium tumefaciens by electroporation, plants are transformed by the floral dip method, for selection of transgenic plants T1 seeds are surface-sterilized in 70% ethanol for 2 min followed by a mixture of Tween 20 and sodium hypochloride for 10 min, seeds are rinsed thoroughly with sterile water and after swelling over night at 4°C plated on modified MS medium supplemented with carbenicillin and kanamycin, after scoring the development of antibiotic damage symptoms for 14 days post treatment, kanamycin resistant plants are transferred; binary plasmid constructs for transformation of Arabidopsis are introduced into Agrobacterium tumefaciens by electroporation, plants are transformed by the floral dip method, for selection of transgenic plants T1 seeds are surface-sterilized in 70% ethanol for 2 min followed by a mixture of Tween 20 and sodium hypochloride for 10 min, seeds are rinsed thoroughly with sterile water and after swelling over night at 4°C plated on modified MS medium supplemented with carbenicillin and kanamycin, after scoring the development of antibiotic damage symptoms for 14 days post treatment, kanamycin resistant plants are transferred; binary plasmid constructs for transformation of Arabidopsis are introduced into Agrobacterium tumefaciens by electroporation, plants are transformed by the floral dip method, for selection of transgenic plants T1 seeds are surface-sterilized in 70% ethanol for 2 min followed by a mixture of Tween 20 and sodium hypochloride for 10 min, seeds are rinsed thoroughly with sterile water and after swelling over night at 4°C plated on modified MS medium supplemented with carbenicillin and kanamycin, after scoring the development of antibiotic damage symptoms for 14 days post treatment, kanamycin resistant plants are transferred; binary plasmid constructs for transformation of Arabidopsis are introduced into Agrobacterium tumefaciens by electroporation, plants are transformed by the floral dip method, for selection of transgenic plants T1 seeds are surface-sterilized in 70% ethanol for 2 min followed by a mixture of Tween 20 and sodium hypochloride for 10 min, seeds are rinsed thoroughly with sterile water and after swelling over night at 4°C plated on modified MS medium supplemented with carbenicillin and kanamycin, after scoring the development of antibiotic damage symptoms for 14 days post treatment, kanamycin resistant plants are transferred
construction of a cDNA library, DNA and amino acid sequence determination and analysis, functional expression in Escherichia coli strain M15 as soluble protein
gene DcUSAGT1, sequence comparisons, the expression levels of DcUSAGT1 gene in the purple carrot taproots may be higher than those in non-purple carrot taproots, quantitative real-time PCR expression analysis, recombinant expression of His-tagged DcUSAGT1 in Escherichia coli strain BL21(DE3)
gene SGT, recombinant expression of full-length enzyme in Brassica juncea via Agrobacterium tumefaciens mediated transformation
genomic organization analysis, expression of C-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3)
heterologous expression in Escherichia coli strain BL21
stilbene synthase gene isolated from Vitis vinifera L. is cloned under control of the seed-specific napin promotor and introduced into Brassica napus L. by Agrobacterium-mediated co-transformation together with a ds-RNA-interference construct deduced from the sequence of UDP-glucose:sinapate glucosyltransferase (BnSGT1)
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gene DcUSAGT1, sequence comparisons, the expression levels of DcUSAGT1 gene in the purple carrot taproots may be higher than those in non-purple carrot taproots, quantitative real-time PCR expression analysis, recombinant expression of His-tagged DcUSAGT1 in Escherichia coli strain BL21(DE3)
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gene DcUSAGT1, sequence comparisons, the expression levels of DcUSAGT1 gene in the purple carrot taproots may be higher than those in non-purple carrot taproots, quantitative real-time PCR expression analysis, recombinant expression of His-tagged DcUSAGT1 in Escherichia coli strain BL21(DE3)
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
Brassicus napus harbors 2 distinguishable sequence types of the UGT84A9 gene designated as UGT84A9-1 and UGT84A9-2, UGT84A9-1 is the predominantly expressed variant, which is significantly up-regulated during the seed filling phase, when sinapate ester biosynthesis exhibits strongest activity
the genomic microstructures reveal the presence of several transposon-derived sequence elements at all 4 UGT84A9 loci which underlie increased reorganization, weakly expressed sequence type 2 orthologs UGT84A9c and d in the Brassica genomes might indicate that these gene copies are necessary for genetic robustness
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Mock, H.P.; Strack, D.
Energetics of the uridine 5'-diphosphoglucose:hydroxycinnamic acid acyl-glucosyltransferase reaction
Phytochemistry
32
575-579
1993
Raphanus sativus
-
brenda
Strack, D.
Enzymatic synthesis of 1-sinapoylglucose from free sinapic acid and UDP-glucose by a cell-free system from Raphanus saticus seedlings
Z. Naturforsch. C
35
204-208
1979
Raphanus sativus
-
brenda
Nurmann, G.; Strack, D.
Formation of 1-sinapoylglucose by UDP-glucose: sinapic acid glucosyltransferase from cotyledons of Raphanus sativus
Z. Pflanzenphysiol.
102
11-17
1981
Raphanus sativus
-
brenda
Wang, S.X.; Ellis, B.E.
Enzymology of UDP-glucose:sinapic acid glucosyltransferase from Brassica napus
Phytochemistry
49
307-318
1998
Brassica napus
-
brenda
Baumert, A.; Milkowski, C.; Schmidt, J.; Nimtz, M.; Wray, V.; Strack, D.
Formation of a complex pattern of sinapate esters in Brassica napus seeds, catalyzed by enzymes of a serine carboxypeptidase-like acyltransferase family?
Phytochemistry
66
1334-1345
2005
Brassica napus
brenda
Milkowski, C.; Baumert, A.; Schmidt, D.; Nehlin, L.; Strack, D.
Molecular regulation of sinapate ester metabolism in Brassica napus: expression of genes, properties of the encoded proteins and correlation of enzyme activities with metabolite accumulation
Plant J.
38
80-92
2004
Brassica napus (Q9FYU7), Brassica napus
brenda
Milkowski, C.; Baumert, A.; Strack, D.
Cloning and heterologous expression of a rape cDNA encoding UDP-glucose:sinapate glucosyltransferase
Planta
211
883-886
2000
Brassica napus (Q9FYU7)
brenda
Huesken, A.; Baumert, A.; Milkowski, C.; Becker, H.C.; Strack, D.; Moellers, C.
Resveratrol glucoside (Piceid) synthesis in seeds of transgenic oilseed rape (Brassica napus L.)
Theor. Appl. Genet.
111
1553-1562
2005
Brassica napus
brenda
Sinlapadech, T.; Stout, J.; Ruegger, M.O.; Deak, M.; Chapple, C.
The hyper-fluorescent trichome phenotype of the brt1 mutant of Arabidopsis is the result of a defect in a sinapic acid:UDPG glucosyltransferase
Plant J.
49
655-668
2007
Arabidopsis thaliana
brenda
Meissner, D.; Albert, A.; Boettcher, C.; Strack, D.; Milkowski, C.
The role of UDP-glucose:hydroxycinnamate glucosyltransferases in phenylpropanoid metabolism and the response to UV-B radiation in Arabidopsis thaliana
Planta
228
663-674
2008
Arabidopsis thaliana (Q9LVF0)
brenda
Mittasch, J.; Mikolajewski, S.; Breuer, F.; Strack, D.; Milkowski, C.
Genomic microstructure and differential expression of the genes encoding UDP-glucose:sinapate glucosyltransferase (UGT84A9) in oilseed rape (Brassica napus)
Theor. Appl. Genet.
120
1485-1500
2010
Brassica napus var. napus (C1L318), Brassica napus var. napus (C1L319), Brassica napus var. napus (C1L320), Brassica napus var. napus (C1L321), Brassica napus var. napus (Q9FYU7)
brenda
Wolfram, K.; Schmidt, J.; Wray, V.; Milkowski, C.; Schliemann, W.; Strack, D.
Profiling of phenylpropanoids in transgenic low-sinapine oilseed rape (Brassica napus)
Phytochemistry
71
1076-1084
2010
Brassica napus
brenda
Hettwer, K.; Boettcher, C.; Frolov, A.; Mittasch, J.; Albert, A.; von Roepenack-Lahaye, E.; Strack, D.; Milkowski, C.
Dynamic metabolic changes in seeds and seedlings of Brassica napus (oilseed rape) suppressing UGT84A9 reveal plasticity and molecular regulation of the phenylpropanoid pathway
Phytochemistry
124
46-57
2016
Brassica napus (Q9FYU7), Brassica napus
brenda
Chen, Y.; Xu, Z.; Xiong, A.
Identification and characterization of DcUSAGT1, a UDP-glucose sinapic acid glucosyltransferase from purple carrot taproots
PLoS ONE
11
e0154938
2016
Daucus carota, Daucus carota subsp. sativus
brenda
Kajla, S.; Mukhopadhyay, A.; Pradhan, A.
Development of transgenic Brassica juncea lines for reduced seed sinapine content by perturbing phenylpropanoid pathway genes
PLoS ONE
12
e0182747
2017
Brassica juncea (A0A0M3PZA4)
brenda
EXTERNAL LINKS (specific for EC-Number 2.4.1.120)
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