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Information on EC 2.3.1.107 - deacetylvindoline O-acetyltransferase
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2.3.1.107 deacetylvindoline O-acetyltransferaseIUBMB Comments
Catalyses the final step in the biosynthesis of vindoline from tabersonine in the Madagascar periwinkle, Catharanthus roseus.
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Word Map
- 2.3.1.107
- catharanthus
- roseus
- indole
- periwinkle
-
terpenoid
- vincristine
- vinblastine
- strictosidine
-
madagascar
-
catharanthine
-
monoterpenoid
- geissoschizine
- ajmalicine
- tabersonine
-
dihydrolipoyl
-
peroxidase1
- serpentine
-
4-o-acetylation
- salutaridinol
- vinorine
- papaver
- kinase3
-
octadecanoid-responsive
-
antiarrhythmic
- rauvolfia
-
horticultural
-
hxxxd
-
coa-dependent
- medicine
- agriculture
The enzyme appears in 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, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
17-O-deacetylvindoline O-acetyltransferase
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17-O-deacetylvindoline-17-O-acetyltransferase
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-
-
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acetyl-CoA-17-O-deacetylvindoline 17-O-acetyltransferase
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acetylcoenzyme A-deacetylvindoline 4-O-acetyltransferase
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acetylcoenzyme A:deacetylvindoline 4-O-acetyltransferase
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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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DAT
deacetylvindoline acetyltransferase
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-
-
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deacetylvindoline-4-O-acetyltransferase
DAT
-
-
-
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deacetylvindoline-4-O-acetyltransferase
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-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
acetyl-CoA + deacetylvindoline = CoA + vindoline
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-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Acyl group transfer
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-
-
-
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PATHWAY SOURCE
PATHWAYS
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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.
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CAS REGISTRY NUMBER
COMMENTARY
100630-41-9
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
propionyl-CoA + 17-O-deacetylvindoline
CoA + 17-O-deacetyl-17-O-propionylvindoline
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-
-
-
?
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
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-
-
-
?
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
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the enzyme catalyzes the final step in the biosynthesis of vindoline
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-
?
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
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the enzyme catalyzes the final step in the biosynthesis of vindoline
-
r
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
the enzyme catalyzes the final step in the biosynthesis of vindoline
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-
?
acetyl-CoA + deacetylvindoline
CoA + vindoline
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-
-
-
?
acetyl-CoA + deacetylvindoline
CoA + vindoline
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last step in alkaloid vindoline biosynthesis, pathway overview
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-
?
acetyl-CoA + deacetylvindoline
CoA + vindoline
last step in alkaloid vindoline biosynthesis, vindoline is reacted to vinblastine and vincristine, pathway overview
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-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
-
the enzyme catalyzes the final step in the biosynthesis of vindoline
-
-
?
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
-
the enzyme catalyzes the final step in the biosynthesis of vindoline
-
r
acetyl-CoA + 17-O-deacetylvindoline
CoA + vindoline
the enzyme catalyzes the final step in the biosynthesis of vindoline
-
-
?
acetyl-CoA + deacetylvindoline
CoA + vindoline
-
last step in alkaloid vindoline biosynthesis, pathway overview
-
-
?
acetyl-CoA + deacetylvindoline
CoA + vindoline
last step in alkaloid vindoline biosynthesis, vindoline is reacted to vinblastine and vincristine, pathway overview
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
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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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
jasmonate
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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
LITERATURE
IMAGE
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.00012
0.0003
0.0006
0.002
0.0024
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5.5 - 11
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activity increases from pH 5.5 to 7 and decreases rapidly between pH 9 and 11
6.5 - 9.5
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about 50% of maximal activity, pH 9.5: about 55% of maximal activity
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
cultivars Nirmal, Prabal, and Dhawal, the mutants gsr-3 and gsr-6, and 1 horticultural variety Pacifica blush
SwissProt
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
-
the enzyme is only expressed in specialized iodioblasts and laticifer cells within light exposed tissues like leaves and stems
brenda
-
the enzyme is only expressed in specialized iodioblasts and laticifer cells within light exposed tissues like leaves and stems
brenda
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the enzyme is only expressed in specialized idioblasts and laticifer cells within light exposed tissues like leaves and stems
brenda
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activity is highest in the youngest leaves from the uppermost apical region. The second, third and fourth leaves from the top retain 70, 50, and 25%, respectively, of the former
brenda
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the enzyme is only expressed in specialized iodioblasts and laticifer cells within light exposed tissues like leaves and stems
brenda
additional information
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not detectable in cell suspension culture
brenda
additional information
Dat gene expression profile analysis in cultivars Nirmal, Prabal, and Dhawal, the mutants gsr-3 and gsr-6, and 1 horticultural variety Pacifica blush, overview, not in root
brenda
additional information
-
Dat gene expression profile analysis in cultivars Nirmal, Prabal, and Dhawal, the mutants gsr-3 and gsr-6, and 1 horticultural variety Pacifica blush, overview, not in root
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
additional information
-
GFP-tagged DAT is localized to the cytoplasm and the nucleus
-
brenda
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
physiological function
metabolism
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acetyl-CoA: 4-O-deacetylvindoline 4-O-acetyltransferase catalyzes a late step of terpenoid indole alkaloid biosynthesis, and vindoline biosynthesis, pathway overview
metabolism
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vindoline constitutes the main terpenoid indole alkaloid accumulated in leaves of Catharanthus roseus, spatial tabersonine-to-vindoline biosynthesis organization involving four enzymes for the six-step conversion, overview. Deacetylvindoline-4-O-acetyltransferase catalyzes teh last step of the pathway
physiological function
key enzyme for the terminal step of vindoline biosynthesis
physiological function
inoculation with endophytes Curvularia sp. CATDLF5 and Choanephora infundibulifera CATDLF6 enhances vindoline content in leaves by 229-403%
physiological function
key enzyme that catalyses the last reaction of vindoline biosynthesis to form vinblastine and vincristine
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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). DAT_CATRO
439
0
49873
Swiss-Prot
other Location (Reliability: 4)
A0A2P6QUS7_ROSCH
446
0
49528
TrEMBL
other Location (Reliability: 2)
A0A396I0R3_MEDTR
76
0
8713
TrEMBL
other Location (Reliability: 2)
A0A2P6Q8X0_ROSCH
83
0
9570
TrEMBL
other Location (Reliability: 4)
A0A2P6RG13_ROSCH
111
0
12503
TrEMBL
other Location (Reliability: 2)
A0A2P6R0P7_ROSCH
313
0
35076
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6R0T7_ROSCH
485
0
54096
TrEMBL
other Location (Reliability: 3)
A0A2P6QUQ5_ROSCH
460
0
51463
TrEMBL
Secretory Pathway (Reliability: 4)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
45000
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
-
DAT is overexpressed in Catharanthus roseus hairy root cultures: metabolite analysis using HPLC show that transgenic hairy root extracts have an altered alkaloid profile with respect to horhammericine accumulation. It is concluded that expression of DAT in hairy roots alters their monoterpenoid indole alkaloids profile. Evidence is provided that horhammericine accumulates via a DAT interaction with the root specific minovincinine-19-O-acetyltransferase (MAT) that inhibits the MAT mediated conversion of horhammericine into 19-O-acetyl-horhammericine
additional information
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analysis of interaction of vindoline biosynthetic enzymes including DAT using yeast two-hybrid assays, overview. DAT does not interact with the other enzymes
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
enzyme is expressed as recombinant His-tagged protein in Escherichia coli
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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
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
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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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
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
LITERATURE
agriculture
-
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
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
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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
brenda
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
brenda
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
-
brenda
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
brenda
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
-
brenda
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
brenda
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
brenda
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)
brenda
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
brenda
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
brenda
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
brenda
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
brenda
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
brenda
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
brenda
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
brenda
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