Information on EC 3.1.1.49 - sinapine esterase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
3.1.1.49
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RECOMMENDED NAME
GeneOntology No.
sinapine esterase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
sinapoylcholine + H2O = sinapate + choline
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of carboxylic ester
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
sinapate ester biosynthesis
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Phenylpropanoid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
sinapoylcholine sinapohydrolase
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CAS REGISTRY NUMBER
COMMENTARY hide
72506-67-3
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
var. capitata
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Manually annotated by BRENDA team
poor activity
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Manually annotated by BRENDA team
red radish
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-coumaroylcholine + H2O
coumaric acid + choline
show the reaction diagram
20% of activity with sinapoylcholine
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?
benzoylcholine + H2O
benzoate + choline
show the reaction diagram
18% of activity with sinapoylcholine
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-
?
caffeoylcholine
caffeic acid + choline
show the reaction diagram
cinnamoylcholine + H2O
cinnamic acid + choline
show the reaction diagram
feruloylcholine + H2O
ferulic acid + choline
show the reaction diagram
isoferuloylcholine + H2O
isoferulic acid + choline
show the reaction diagram
O-sinapoylcholine + H2O
choline + sinapate
show the reaction diagram
p-coumaroylcholine
p-coumaric acid + choline
show the reaction diagram
sinapoylcholine + H2O
sinapic acid + choline
show the reaction diagram
additional information
?
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BnSCE3 reveals a broad substrate specificity toward phenolic choline esters, even accepting phosphatidylcholine, pointing to a phospholipase A-like activity
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
O-sinapoylcholine + H2O
choline + sinapate
show the reaction diagram
sinapoylcholine + H2O
sinapic acid + choline
show the reaction diagram
Q3ZFI4
role for the GDSL lipase-like BnSCE3/BnLIP2 as a sinapine esterase, catalyzing hydrolysis of sinapine during seed germination, leading, via 1-O-sinapoyl-beta-glucose, to sinapoyl-L-malate in the seedlings
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?
additional information
?
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BnSCE3 reveals a broad substrate specificity toward phenolic choline esters, even accepting phosphatidylcholine, pointing to a phospholipase A-like activity
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
choline chloride
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100 mM 60% inhibition
diethyl p-nitrophenylphosphate
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diisopropyl fluorophosphate
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Phenylmethylsulfonylfluoride
50% inhibition at about 8 mM PMSF
physostigmine
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i.e. eserine
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Acetylcholine
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stimulation
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.101
3-phenylpropionylcholine
30°C, pH 8.5
0.038
Caffeoylcholine
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0.011 - 0.032
Cinnamoylcholine
0.017
Feruloylcholine
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0.0011 - 0.0233
isoferuloylcholine
0.00066 - 0.017
p-Coumaroylcholine
0.0026 - 0.0239
Sinapoylcholine
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 10
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less than 50% of maximal activity above and below
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
24 - 40
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less than 50% of maximal activity above and below
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40000
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gel filtration
44000
1 * 44000, SDS-PAGE
47000
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
1 * 44000, SDS-PAGE
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, tricine buffer, several weeks
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Nicotiana benthamiana leaves
expression of BnSCE3 under the control of a seed-specific promoter in seeds
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functional expression of Brassica napus BnSCE3 in Arabidopsis thaliana developing seeds resulting in a dramatic decrease in the sinapine content
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gene At1g28640, the BnSCE3 homologue is tagged on chromosome I; gene At1g28650, the BnSCE3 homologue is tagged on chromosome I; gene At1g28660, the BnSCE3 homologue is tagged on chromosome I; gene At1g28670, the BnSCE3 homologue is tagged on chromosome I
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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sinapine levels of transgenic seeds are less than 5% of wild-type levels, whereas choline levels are increased. Weight, size, and water content of transgenic seeds are significantly higher than those of wild-type seeds, phenotype, overveiw