KEGG   MODULE: M00965
Entry
M00965            Pathway   Module                                 
Name
Vinblastine biosynthesis, geissoschizine => vinblastine
Definition
K27780 K27789 K27790 K27791 K27792 K27793 K27795 K12696 K21895 K22365 K22323 K21896 K12697 K12698
K27794
K27796 --
Diagram
M00965

Orthology
K27780  
(19E)-geissoschizine oxidase [EC:1.14.19.80] [RN:R13342]
K27789  
3,17-didehydrostemmadenine reductase [EC:1.5.1.56] [RN:R13348]
K27790  
17-dehydrostemmadenine reductase [EC:1.1.1.439] [RN:R13349]
K27791  
stemmadenine O-acetyltransferase [EC:2.3.1.323] [RN:R13343]
K27792  
precondylocarpine acetate synthase [EC:1.21.3.11] [RN:R13344]
K27793  
dihydroprecondylocarpine acetate synthase [EC:1.3.1.128] [RN:R13345]
K27795  
tabersonine synthase [EC:5.5.1.38] [RN:R13346]
K12696  
tabersonine 16-hydroxylase [EC:1.14.14.103] [RN:R05855]
K21895  
tabersonine 16-O-methyltransferase [EC:2.1.1.94] [RN:R05885]
K22365  
abersonine 3-oxygenase [EC:1.14.14.50] [RN:R11810]
K22323  
3-hydroxy-1,2-didehydro-2,3-dihydrotabersonine reductase [EC:1.1.99.41] [RN:R11777]
K21896  
3-hydroxy-16-methoxy-2,3-dihydrotabersonine N-methyltransferase [EC:2.1.1.99] [RN:R04013]
K12697  
deacetoxyvindoline 4-hydroxylase [EC:1.14.11.20] [RN:R05857]
K12698  
deacetylvindoline O-acetyltransferase [EC:2.3.1.107] [RN:R03230]
K27794  
catharanthine synthase [EC:5.5.1.37] [RN:R13347]
K27796  
peroxidase PRX1 [RN:R05858]
Class
Pathway modules; Biosynthesis of other secondary metabolites; Biosynthesis of phytochemical compounds
Pathway
map00901  Indole alkaloid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Reaction
Compound
C02151  (19E)-Geissoschizine
C22936  3,17-Didehydrostemmadenine
C22937  17-Dehydrostemmadenine
C11691  Stemmadenine
C22933  Stemmadenine acetate
C22934  Precondylocarpine acetate
C22935  Dihydroprecondylocarpine acetate
C22960  Dehydrosecodine
C09244  Tabersonine
C11643  16-Hydroxytabersonine
C11675  16-Methoxytabersonine
C21678  (3R)-3-Hydroxy-16-methoxy-1,2-didehydro-2,3-dihydrotabersonine
C04578  16-Methoxy-2,3-dihydro-3-hydroxytabersonine
C02673  Desacetoxyvindoline
C01091  Deacetylvindoline
C01626  Vindoline
C09107  Catharanthine
C11641  3',4'-Anhydrovinblastine
C07201  Vinblastine
Reference
  Authors
Ahmad B, Banerjee A, Tiwari H, Jana S, Bose S, Chakrabarti S
  Title
Structural and functional characterization of the Vindoline biosynthesis pathway enzymes of Catharanthus roseus.
  Journal
J Mol Model 24:53 (2018)
DOI:10.1007/s00894-018-3590-2
Reference
PMID:9290645
  Authors
Vazquez-Flota F, De Carolis E, Alarco AM, De Luca V
  Title
Molecular cloning and characterization of desacetoxyvindoline-4-hydroxylase, a 2-oxoglutarate dependent-dioxygenase involved in the biosynthesis of vindoline in Catharanthus roseus (L.) G. Don.
  Journal
Plant Mol Biol 34:935-48 (1997)
DOI:10.1023/A:1005894001516
Reference
  Authors
Qu Y, Easson MEAM, Simionescu R, Hajicek J, Thamm AMK, Salim V, De Luca V
  Title
Solution of the multistep pathway for assembly of corynanthean, strychnos, iboga, and aspidosperma monoterpenoid indole alkaloids from 19E-geissoschizine.
  Journal
Proc Natl Acad Sci U S A 115:3180-3185 (2018)
DOI:10.1073/pnas.1719979115
Reference
  Authors
Zhang J, Hansen LG, Gudich O, Viehrig K, Lassen LMM, Schrubbers L, Adhikari KB, Rubaszka P, Carrasquer-Alvarez E, Chen L, D'Ambrosio V, Lehka B, Haidar AK, Nallapareddy S, Giannakou K, Laloux M, Arsovska D, Jorgensen MAK, Chan LJG, Kristensen M, Christensen HB, Sudarsan S, Stander EA, Baidoo E, Petzold CJ, Wulff T, O'Connor SE, Courdavault V, Jensen MK, Keasling JD.
  Title
A microbial supply chain for production of the anti-cancer drug vinblastine.
  Journal
Nature 609:341-347 (2022)
DOI:10.1038/s41586-022-05157-3
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