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Information on EC 2.3.1.91 - sinapoylglucose-choline O-sinapoyltransferase and Organism(s) Arabidopsis thaliana and UniProt Accession Q8VZU3

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Arabidopsis thaliana
UNIPROT: Q8VZU3 not found.
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Word Map
The taxonomic range for the selected organisms is: Arabidopsis thaliana
The enzyme appears in selected viruses and cellular organisms
Synonyms
bnsct, sinapoylglucose:choline sinapoyltransferase, sinapoylglucose choline sinapoyltransferase, sinapine synthase, 1-o-sinapoyl-beta-glucose:choline sinapoyltransferase, sinapoylglucose:b. napus choline sinapoyltransferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1-O-sinapoyl-beta-glucose:choline sinapoyltransferase
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sinapoylglucose: choline sinapoyltransferase
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sinapoylglucose:choline sinapoyltransferase
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sinapoylglucose:choline sinapoyltransferase.
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sinapine synthase
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-
-
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sinapoylglucose-choline sinapoyltransferase
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-
-
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sinapoyltransferase, sinapoylglucose-choline
-
-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
1-O-sinapoyl-beta-D-glucose + choline = D-glucose + sinapoylcholine
show the reaction diagram
Ser-His-Asp catalytic triad, catalytic mechanism, a double displacement ping-pong mechanism would require water exclusion from the active center to prevent hydrolysis, overview. Since this assumption is not supported by the SCT structure model
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
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Acyl group transfer
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-
-
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SYSTEMATIC NAME
IUBMB Comments
1-O-(4-hydroxy-3,5-dimethoxycinnamoyl)-beta-D-glucose:choline 1-O-(4-hydroxy-3,5-dimethoxycinnamoyl)transferase
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CAS REGISTRY NUMBER
COMMENTARY hide
85205-00-1
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-O-sinapoyl-beta-D-glucose + choline
D-glucose + sinapoylcholine
show the reaction diagram
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1-O-sinapoyl-beta-D-glucose + choline
D-glucose + sinapoylcholine
show the reaction diagram
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
evolutionary ancestry of the sinapoyltransferases sinapoylglucose:L-malate sinapoyltransferase and sinapoylglucose:choline sinapoyltransferase with serine carboxypeptidases, molecular mechanisms, overview
malfunction
a T-DNA insertion mutant lacking SCT activity reveals increased betaine levels in seeds due to increased endogenous choline supply as a consequence of blocked sinapine synthesis
metabolism
1-O-sinapoylglucose, produced by UDP-glucose:sinapate glucosyltransferase, SGT EC 2.4.1.120, during seed development, is converted to sinapine by sinapoylglucose:choline sinapoyltransferase, SCT, and hydrolyzed by sinapoylcholine (sinapine) esterase, SCE, in germinating seeds. The released sinapate feeds via sinapoylglucose into the biosynthesis of sinapoylmalate in the seedlings catalyzed by sinapoylglucose:L-malate sinapoyltransferase, SMT, pathway of sinapate ester biosynthesis, overview. The metabolic pool size of sinapoylglucose in brassicaceous plants is dependent on its turnover rate, developmentally regulated via differential expression of enzymes involved
physiological function
in brassicaceous plants like Arabidpsis thaliana and Brassica napus sinapate is channelled via 1-O-sinapoyl-beta-glucose to various sinapate esters of which 2-O-sinapoyl-L-malate, a proven UV-shielding component, partially accumulates in vacuoles of the leaf epidermis
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
SCP19_ARATH
465
1
52579
Swiss-Prot
Secretory Pathway (Reliability: 1)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
structure model of 1-O-sinapoyl-beta-glucose:choline sinapoyltransferase based on homology with serine carboxypeptidases.The model confirms the main functional elements conserved within the SCPL protein family, i.e. hydrolase fold, catalytic triad, oxyanion hole and substrate recognition site
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
structure model of 1-O-sinapoyl-beta-glucose:choline sinapoyltransferase based on homology with serine carboxypeptidases.The model confirms the main functional elements conserved within the SCPL protein family, i.e. hydrolase fold, catalytic triad, oxyanion hole and substrate recognition site
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
T-DNA insertion
mutant, lacking SCT activity in the seed
additional information
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis, phylogenetic analysis
expression in Saccharomyces cerevisiae
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
the T-DNA insertion mutant lacks SCT activity in the seed
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Stehle, F.; Brandt, W.; Milkowski, C.; Strack, D.
Structure determinants and substrate recognition of serine carboxypeptidase-like acyltransferases from plant secondary metabolism
FEBS Lett.
580
6366-6374
2006
Arabidopsis thaliana (Q8VZU3), Brassica napus (Q6TXD6)
Manually annotated by BRENDA team
Fraser, C.M.; Rider, L.W.; Chapple, C.
An expression and bioinformatics analysis of the Arabidopsis serine carboxypeptidase-like gene family
Plant Physiol.
138
1136-1148
2005
Arabidopsis thaliana (Q8VZU3)
Manually annotated by BRENDA team
Huang, J.; Rozwadowski, K.; Bhinu, V.S.; Schaefer, U.; Hannoufa, A.
Manipulation of sinapine, choline and betaine accumulation in Arabidopsis seed: Towards improving the nutritional value of the meal and enhancing the seedling performance under environmental stresses in oilseed crops
Plant Physiol. Biochem.
46
647-654
2008
Arabidopsis thaliana (Q8VZU3)
Manually annotated by BRENDA team
Milkowski, C.; Strack, D.
Sinapate esters in brassicaceous plants: biochemistry, molecular biology, evolution and metabolic engineering
Planta
232
19-35
2010
Arabidopsis thaliana (Q8VZU3), Arabidopsis thaliana, Brassica napus
Manually annotated by BRENDA team