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Information on EC 2.3.1.107 - deacetylvindoline O-acetyltransferase and Organism(s) Catharanthus roseus and UniProt Accession Q9ZTK5

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EC Tree
IUBMB Comments
Catalyses the final step in the biosynthesis of vindoline from tabersonine in the Madagascar periwinkle, Catharanthus roseus.
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Catharanthus roseus
UNIPROT: Q9ZTK5
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Word Map
The taxonomic range for the selected organisms is: Catharanthus roseus
The enzyme appears in selected viruses and cellular organisms
Synonyms
deacetylvindoline-4-o-acetyltransferase, deacetylvindoline acetyltransferase, deacetylvindoline acetyl-coa acetyl transferase, acetylcoenzyme a:deacetylvindoline 4-o-acetyltransferase, deacetyl vindoline 4-o-acetyl transferase, deacetylvindoline acetyl coa acetyltransferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
deacetyl vindoline 4-O-acetyl transferase
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deacetylvindoline-4-O-acetyltransferase
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17-O-deacetylvindoline O-acetyltransferase
-
-
-
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17-O-deacetylvindoline-17-O-acetyltransferase
-
-
-
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acetyl-CoA-17-O-deacetylvindoline 17-O-acetyltransferase
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-
-
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acetyl-CoA: 4-O-deacetylvindoline 4-O-acetyltransferase
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acetylcoenzyme A-deacetylvindoline 4-O-acetyltransferase
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-
-
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acetylcoenzyme A:deacetylvindoline 4-O-acetyltransferase
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-
-
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acetylcoenzyme A:deacetylvindoline O-acetyltransferase
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-
-
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acetyltransferase, deacetylvindoline
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-
-
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deacetylvindoline acetyl CoA acetyltransferase
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deacetylvindoline acetyl-CoA acetyl transferase
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deacetylvindoline acetyltransferase
-
-
-
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deacetylvindoline-4-O-acetyltransferase
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
acetyl-CoA:deacetylvindoline 4-O-acetyltransferase
Catalyses the final step in the biosynthesis of vindoline from tabersonine in the Madagascar periwinkle, Catharanthus roseus.
CAS REGISTRY NUMBER
COMMENTARY hide
100630-41-9
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
show the reaction diagram
the enzyme catalyzes the final step in the biosynthesis of vindoline
-
-
?
acetyl-CoA + deacetylvindoline
CoA + vindoline
show the reaction diagram
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
show the reaction diagram
acetyl-CoA + deacetylvindoline
CoA + vindoline
show the reaction diagram
propionyl-CoA + 17-O-deacetylvindoline
CoA + 17-O-deacetyl-17-O-propionylvindoline
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
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
show the reaction diagram
the enzyme catalyzes the final step in the biosynthesis of vindoline
-
-
?
acetyl-CoA + deacetylvindoline
CoA + vindoline
show the reaction diagram
last step in alkaloid vindoline biosynthesis, vindoline is reacted to vinblastine and vincristine, pathway overview
-
-
?
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
show the reaction diagram
acetyl-CoA + deacetylvindoline
CoA + vindoline
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
K+
-
10 mM, activity is enhanced by 18%
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
minovincinine-19-O-acetyltransferase
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incubation of DAT with varying amounts of crude recombinant minovincinine-19-O-acetyltransferase (MAT) inhibits DAT activity in a dose dependent manner
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phytoregulator
-
-
-
secologanin
-
0.5 mM, 25% inhibition
tabersonine
-
0.045 mM, 50% inhibition
tryptamine
-
0.5 mM, 28% inhibition
vindoline
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
dithiothreitol
-
essential to maintain enzyme activity
jasmonate
-
enhances the vindoline accumulation in in vitro shoot cultures
additional information
-
16 h photoperiod treatment of shoot cultures followed by synchronized formation of new plantlets, peaks of activity at day 12, 20 and 28 after photoperiod treatment
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.005 - 0.025
acetyl-CoA
0.0013 - 0.03
deacetylvindoline
0.0007
vindoline
-
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.008
CoA
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00012
0.0003
0.0006
0.0009
-
photoperiod, day 16 and 24
0.0015
-
photoperiod, day 12
0.0018
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photoperiod, day 32
0.002
0.0024
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 11
-
activity increases from pH 5.5 to 7 and decreases rapidly between pH 9 and 11
6.5 - 9.5
-
about 50% of maximal activity, pH 9.5: about 55% of maximal activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
assay at
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
of light-treated etiolated seedlings
Manually annotated by BRENDA team
-
iodioblasts and laticifer of the bud
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
additional information
-
GFP-tagged DAT is localized to the cytoplasm and the nucleus
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
metabolism
physiological function
-
catalyses last step in vindoline biosynthesis
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
DAT_CATRO
439
0
49873
Swiss-Prot
other Location (Reliability: 4)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
45000
gel filtration
54000
x * 54000, SDS-PAGE
20000
-
x * 20000 + x * 26000, SDS-PAGE
26000
-
x * 20000 + x * 26000, SDS-PAGE
45000
-
gel filtration
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 54000, SDS-PAGE
?
-
x * 20000 + x * 26000, SDS-PAGE
additional information
-
the enzyme is no hetero- or homodimer
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, stable for several months
-
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
gene Dat, DNA sequence determination and analysis
the CrDAT transgene is transferred into Catharanthus roseus by Agrobacterium-mediated transformation and generated transgenic periwinkle lines with an increase in vincristine accumulation. The Catharanthus roseus DAT gene is introduced into Catharanthus roseus plants and it ias confirmed that CrDAT is successfully transferred into the genome of periwinkle plants and efficiently translated to synthesise recombinant DAT protein
transformation to Agrobacterium tumefaciens
enzyme is expressed as recombinant His-tagged protein in Escherichia coli
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expressed in Escherichia coli and Catharanthus roseus
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transient expression of N-terminally or C-terminally GFP-tagged DAT in Catharanthus roseus cells. Irrespective to the fusion orientation, DAT is localized to the cytoplasm and the nucleus, as highlighted by the perfect overlapping of the fluorescence signal of the fusion protein with the nucleocytoplasmic CFP marker
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
expression is upregulated in response to inoculation with endophytes, Curvularia sp. CATDLF5 and Choanephora infundibulifera CATDLF6
increased expression after treamtment of cell suspension with methyl-ester jasmonic acid
significant upregulation in salicylic acid treatment (foliar application of 0.01 and 0.1 mM salicylic acid). Upregulation can result in a higher production rate of vinblastine and vincristine alkaloids
Pythium aphanidermatum homogenate and methyl jasmonate upregulate DAT production in cell suspension cultures, elicitation to callus and shoot induce enzyme expression, overview
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treatment with cold plasma upregulate the expressions of deacetylvindoline O-acetyltransferase gene by an average of 7.8 times
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
drug development
vincristine and vinblastine are secondary metabolites from Catharanthus roseus with very high pharmacological value that are used in treating cancer. However, these compounds are synthesised in Catharanthus roseus plants with very low content. The vincristine contents of four transgenic lines expressing the CrDAT gene are increased from 162.59% to 247.76% compared with the non-transgenic plants
medicine
production of therapeutically valuable terpenoid indole alkaloids
agriculture
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treatment with cold plasma upregulates the expressions of deacetylvindoline O-acetyltransferase gene by an average of 7.8 times. Plasma priming induces activities of phenylalanine ammonia-lyase, catalase (about twofold) and peroxidase (31%). The plasma-treated seedlings contain higher concentrations of alkaloids
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Fahn, W.; Gundlach, H.; Deus-Neumann, B.; Stckigt, J.
Late enzymes of vindoline biosynthesis, acetyl-CoA:17-O-deacetylvindoline 17-O-acetyltransferase
Plant Cell Rep.
4
333-336
1985
Catharanthus roseus
Manually annotated by BRENDA team
Power, R.; Kurz, W.G.W.; de Luca, V.
Purification and characterization of acetylcoenzyme A: deacetylvindoline 4-O-acetyltransferase from Catharanthus roseus
Arch. Biochem. Biophys.
279
370-376
1990
Catharanthus roseus
Manually annotated by BRENDA team
De Luca, V.; Cutler, A.J.
Subcellular localization of enzymes involved in indole alkaloid biosynthesis in Catharanthus roseus
Plant Physiol.
85
1009-1102
1987
Catharanthus roseus
-
Manually annotated by BRENDA team
Fahn, W.; Stckigt, J.
Purification of acetyl-CoA:17-O-deacetylvindoline 17-O-acetyltransferase from Catharanthus roseus leaves
Plant Cell Rep.
8
613-616
1990
Catharanthus roseus
Manually annotated by BRENDA team
De Luca, V.; Balsevich, J.; Kurz, W.G.W.
Acetyl coenzyme A:deacetylvindoline O-acetyltransferase, a novel enzyme from Catharanthus
J. Plant Physiol.
121
417-428
1985
Catharanthus roseus
-
Manually annotated by BRENDA team
Laflamme, P.; St-Pierre, B.; De Luca, V.
Molecular and biochemical analysis of a Madagascar periwinkle root-specific minovincinine-19-hydroxy-O-acetyltransferase
Plant Physiol.
125
189-198
2001
Catharanthus roseus
Manually annotated by BRENDA team
St-Pierre, B.; Vazquez-Flota, F.A.; De Luca, V.
Multicellular compartmentation of Catharanthus roseus alkaloid biosynthesis predicts intercellular translocation of a pathway intermediate
Plant Cell
11
887-900
1999
Catharanthus roseus
Manually annotated by BRENDA team
St-Pierre, B.; Laflamme, P.; Alarco, A.M.; De Luca, V.
The terminal O-acetyltransferase involved in vindoline biosynthesis defines a new class of proteins responsible for coenzyme A-dependent acyl transfer
Plant J.
14
703-713
1998
Catharanthus roseus (Q9ZTK5)
Manually annotated by BRENDA team
Hernandez-Dominguez, E.; Campos-Tamayo, F.; Vazquez-Flota, F.
Vindoline synthesis in in vitro shoot cultures of Catharanthus roseus
Biotechnol. Lett.
26
671-674
2004
Catharanthus roseus
Manually annotated by BRENDA team
Dutta, A.; Batra, J.; Pandey-Rai, S.; Singh, D.; Kumar, S.; Sen, J.
Expression of terpenoid indole alkaloid biosynthetic pathway genes corresponds to accumulation of related alkaloids in Catharanthus roseus (L.) G. Don
Planta
220
376-383
2005
Catharanthus roseus (Q9ZTK5), Catharanthus roseus
Manually annotated by BRENDA team
Campos-Tamayo, F.; Hernandez-Dominguez, E.; Vazquez-Flota, F.
Vindoline formation in shoot cultures of Catharanthus roseus is synchronously activated with morphogenesis through the last biosynthetic step
Ann. Bot.
102
409-415
2008
Catharanthus roseus
Manually annotated by BRENDA team
Magnotta, M.; Murata, J.; Chen, J.; De Luca, V.
Expression of deacetylvindoline-4-O-acetyltransferase in Catharanthus roseus hairy roots
Phytochemistry
68
1922-1931
2007
Catharanthus roseus
Manually annotated by BRENDA team
Wang, Q.; Yuan, F.; Pan, Q.; Li, M.; Wang, G.; Zhao, J.; Tang, K.
Isolation and functional analysis of the Catharanthus roseus deacetylvindoline-4-O-acetyltransferase gene promoter
Plant Cell Rep.
29
185-192
2010
Catharanthus roseus (Q9ZTK5), Catharanthus roseus
Manually annotated by BRENDA team
Shukla, A.K.; Shasany, A.K.; Verma, R.K.; Gupta, M.M.; Mathur, A.K.; Khanuja, S.P.
Influence of cellular differentiation and elicitation on intermediate and late steps of terpenoid indole alkaloid biosynthesis in Catharanthus roseus
Protoplasma
242
35-47
2010
Catharanthus roseus
Manually annotated by BRENDA team
Guirimand, G.; Guihur, A.; Poutrain, P.; Hericourt, F.; Mahroug, S.; St-Pierre, B.; Burlat, V.; Courdavault, V.
Spatial organization of the vindoline biosynthetic pathway in Catharanthus roseus
J. Plant Physiol.
168
549-557
2010
Catharanthus roseus
Manually annotated by BRENDA team
Pandey, S.S.; Singh, S.; Babu, C.S.; Shanker, K.; Srivastava, N.K.; Shukla, A.K.; Kalra, A.
Fungal endophytes of Catharanthus roseus enhance vindoline content by modulating structural and regulatory genes related to terpenoid indole alkaloid biosynthesis
Sci. Rep.
6
26583
2016
Catharanthus roseus (Q9ZTK5), Catharanthus roseus
Manually annotated by BRENDA team
Ghasempour, M.; Iranbakhsh, A.; Ebadi, M.; Oraghi Ardebili, Z.
Seed priming with cold plasma improved seedling performance, secondary metabolism, and expression ofxa0deacetylvindoline O-acetyltransferase gene inxa0Catharanthus roseus
Contrib. Plasm. Phys.
60
e201900159
2020
Catharanthus roseus
-
Manually annotated by BRENDA team
Pham, T.; Nguyen, T.; Bui, T.; Nguyen, H.; Nguyen, T.; Le, V.; Chu, H.
Agrobacterium-mediated transformation of the CrDAT gene and selection of transgenic periwinkle lines with a high vincristine accumulation
J. Hortic. Sci. Biotechnol.
94
591-598
2019
Catharanthus roseus (Q9ZTK5)
-
Manually annotated by BRENDA team
Soltani, N.; Nazarian-Firouzabadi, F.; Shafeinia, A.; Sadr, A.S.; Shirali, M.
The expression of terpenoid indole alkaloid (TIAs) pathway genes in Catharanthus roseus in response to salicylic acid treatment
Mol. Biol. Rep.
47
7009-7016
2020
Catharanthus roseus (Q9ZTK5), Catharanthus roseus
Manually annotated by BRENDA team