Information on EC 2.3.1.152 - alcohol O-cinnamoyltransferase

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The expected taxonomic range for this enzyme is: Raphanus sativus

EC NUMBER
COMMENTARY hide
2.3.1.152
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RECOMMENDED NAME
GeneOntology No.
alcohol O-cinnamoyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
1-O-trans-Cinnamoyl-beta-D-glucopyranose + ROH = alkyl cinnamate + glucose
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycosyl group transfer
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SYSTEMATIC NAME
IUBMB Comments
1-O-trans-cinnamoyl-beta-D-glucopyranose:alcohol O-cinnamoyltransferase
Acceptor alcohols (ROH) include methanol, ethanol and propanol. No cofactors are required as 1-O-trans-cinnamoyl-beta-D-glucopyranose itself is an "energy-rich" (activated) acyl-donor, comparable to CoA-thioesters. 1-O-trans-Cinnamoyl-beta-D-gentobiose can also act as the acyl donor, but with much less affinity.
CAS REGISTRY NUMBER
COMMENTARY hide
74082-53-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
var. sativus
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
UDP-glucose + 4-coumaric acid
?
show the reaction diagram
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-
-
-
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UDP-glucose + caffeic acid
?
show the reaction diagram
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-
-
-
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UDP-glucose + ferulic acid
?
show the reaction diagram
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-
-
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UDP-glucose + sinapic acid
1-O-sinapoyl-beta-D-glucose + UDP
show the reaction diagram
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r
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-
additional information
?
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formation of 1-O-acylglucosides of hydroxycinnamic acid, which are high-energy acyl donors, with a high group-transfer potential in 1-O-acylglucose-dependent acytransferase reactions leading to various hydroxycinnamic acid O-esters in plants
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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
additional information
?
-
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formation of 1-O-acylglucosides of hydroxycinnamic acid, which are high-energy acyl donors, with a high group-transfer potential in 1-O-acylglucose-dependent acytransferase reactions leading to various hydroxycinnamic acid O-esters in plants
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1-O-sinapoyl-beta-glucose
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noncompetitive with both substrates
UDP
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competitive against UDP-glucose and noncompetitive against sinapic acid
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE