KEGG   ORTHOLOGY: K27602
Entry
K27602            Tight     KO                                     
Symbol
PT4
Name
geranyl-pyrophosphate---olivetolic acid geranyltransferase [EC:2.5.1.102]
Pathway
map00999  Biosynthesis of various plant secondary metabolites
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00894  Cannabidiol biosynthesis, malonyl-CoA => cannabidiol/dronabinol
Reaction
R10176  geranyl-diphosphate:olivetolate geranyltransferase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00999 Biosynthesis of various plant secondary metabolites
    K27602  PT4; geranyl-pyrophosphate---olivetolic acid geranyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.5  Transferring alkyl or aryl groups, other than methyl groups
   2.5.1  Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
    2.5.1.102  geranyl-pyrophosphate---olivetolic acid geranyltransferase
     K27602  PT4; geranyl-pyrophosphate---olivetolic acid geranyltransferase
Genes
CSAV: 115713171 115713185 115722991
Reference
  Authors
Luo X, Reiter MA, d'Espaux L, Wong J, Denby CM, Lechner A, Zhang Y, Grzybowski AT, Harth S, Lin W, Lee H, Yu C, Shin J, Deng K, Benites VT, Wang G, Baidoo EEK, Chen Y, Dev I, Petzold CJ, Keasling JD
  Title
Complete biosynthesis of cannabinoids and their unnatural analogues in yeast.
  Journal
Nature 567:123-126 (2019)
DOI:10.1038/s41586-019-0978-9
  Sequence
[csav:115713185]
LinkDB

KEGG   ENZYME: 2.5.1.102
Entry
EC 2.5.1.102                Enzyme                                 
Name
geranyl-pyrophosphate---olivetolic acid geranyltransferase;
GOT (ambiguous)
Class
Transferases;
Transferring alkyl or aryl groups, other than methyl groups;
Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
Sysname
geranyl-diphosphate:olivetolate geranyltransferase
Reaction(IUBMB)
geranyl diphosphate + 2,4-dihydroxy-6-pentylbenzoate = diphosphate + cannabigerolate [RN:R10176]
Reaction(KEGG)
R10176
Substrate
geranyl diphosphate [CPD:C00341];
2,4-dihydroxy-6-pentylbenzoate [CPD:C20417]
Product
diphosphate [CPD:C00013];
cannabigerolate [CPD:C20406]
Comment
Part of the cannabinoids biosynthetic pathway of the plant Cannabis sativa. The enzyme can also use neryl diphosphate as substrate, forming cannabinerolate.
History
EC 2.5.1.102 created 2012
Pathway
ec00999  Biosynthesis of various plant secondary metabolites
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K27602  geranyl-pyrophosphate---olivetolic acid geranyltransferase
Genes
CSAV115713171 115713185 115722991
Reference
1  [PMID:9607329]
  Authors
Fellermeier M, Zenk MH
  Title
Prenylation of olivetolate by a hemp transferase yields cannabigerolic acid, the  precursor of tetrahydrocannabinol.
  Journal
FEBS Lett 427:283-5 (1998)
DOI:10.1016/S0014-5793(98)00450-5
Other DBs
ExplorEnz - The Enzyme Database: 2.5.1.102
IUBMB Enzyme Nomenclature: 2.5.1.102
ExPASy - ENZYME nomenclature database: 2.5.1.102
BRENDA, the Enzyme Database: 2.5.1.102
LinkDB

KEGG   REACTION: R10176
Entry
R10176                      Reaction                               
Name
geranyl-diphosphate:olivetolate geranyltransferase
Definition
Geranyl diphosphate + 2,4-Dihydroxy-6-pentylbenzoate <=> Diphosphate + Cannabigerolate
Equation
Reaction class
RC01869  C20406_C20417
Enzyme
Pathway
rn00999  Biosynthesis of various plant secondary metabolites
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00894  Cannabidiol biosynthesis, malonyl-CoA => cannabidiol/dronabinol
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.5  Transferring alkyl or aryl groups, other than methyl groups
   2.5.1  Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
    2.5.1.102
     R10176  Geranyl diphosphate + 2,4-Dihydroxy-6-pentylbenzoate <=> Diphosphate + Cannabigerolate
Orthology
K27602  geranyl-pyrophosphate---olivetolic acid geranyltransferase [EC:2.5.1.102]
Other DBs
RHEA: 34130
LinkDB

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