KEGG   ORTHOLOGY: K21588
Entry
K21588            Tight     KO                                     
Symbol
PT
Name
umbelliferone 6-dimethylallyltransferase [EC:2.5.1.139]
Pathway
map00999  Biosynthesis of various plant secondary metabolites
map01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00999 Biosynthesis of various plant secondary metabolites
    K21588  PT; umbelliferone 6-dimethylallyltransferase
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)
    2.5.1.139  umbelliferone 6-dimethylallyltransferase
     K21588  PT; umbelliferone 6-dimethylallyltransferase
Other DBs
RN: R08996 R09000
Genes
AG: BAO31627(PT)
Reference
PMID:24354545
  Authors
Karamat F, Olry A, Munakata R, Koeduka T, Sugiyama A, Paris C, Hehn A, Bourgaud F, Yazaki K
  Title
A coumarin-specific prenyltransferase catalyzes the crucial biosynthetic reaction for furanocoumarin formation in parsley.
  Journal
Plant J 77:627-38 (2014)
DOI:10.1111/tpj.12409
  Sequence
[ag:BAO31627]
LinkDB

KEGG   ENZYME: 2.5.1.139
Entry
EC 2.5.1.139                Enzyme                                 
Name
umbelliferone 6-dimethylallyltransferase;
PcPT;
dimethylallyl-diphosphate:umbelliferone 6-dimethylallyltransferase
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
prenyl-diphosphate:umbelliferone 6-prenyltransferase
Reaction(IUBMB)
prenyl diphosphate + umbelliferone = diphosphate + demethylsuberosin [RN:R08996]
Reaction(KEGG)
R08996 > R09000
Substrate
prenyl diphosphate [CPD:C00235];
umbelliferone [CPD:C09315]
Product
diphosphate [CPD:C00013];
demethylsuberosin [CPD:C18083]
Comment
The enzyme from parsley (Petroselinum crispum) is specific for umbelliferone and prenyl diphosphate. A minor product is osthenol, which is produced by transfer of the prenyl group to C-8 of umbelliferone.
History
EC 2.5.1.139 created 2017
Pathway
ec00999  Biosynthesis of various plant secondary metabolites
ec01110  Biosynthesis of secondary metabolites
Orthology
K21588  umbelliferone 6-dimethylallyltransferase
Reference
1  [PMID:1366425]
  Authors
Hamerski D, Schmitt D, Matern U
  Title
Induction of two prenyltransferases for the accumulation of coumarin phytoalexins in elicitor-treated Ammi majus cell suspension cultures.
  Journal
Phytochemistry 29:1131-5 (1990)
DOI:10.1016/0031-9422(90)85417-E
Reference
2  [PMID:24354545]
  Authors
Karamat F, Olry A, Munakata R, Koeduka T, Sugiyama A, Paris C, Hehn A, Bourgaud F, Yazaki K
  Title
A coumarin-specific prenyltransferase catalyzes the crucial biosynthetic reaction for furanocoumarin formation in parsley.
  Journal
Plant J 77:627-38 (2014)
DOI:10.1111/tpj.12409
  Sequence
[ag:BAO31627]
Other DBs
ExplorEnz - The Enzyme Database: 2.5.1.139
IUBMB Enzyme Nomenclature: 2.5.1.139
ExPASy - ENZYME nomenclature database: 2.5.1.139
BRENDA, the Enzyme Database: 2.5.1.139
LinkDB

KEGG   REACTION: R08996
Entry
R08996                      Reaction                               
Name
dimethylallyl-diphosphate:umbelliferone 6-dimethylallyltransferase
Definition
Umbelliferone + Dimethylallyl diphosphate <=> Demethylsuberosin + Diphosphate
Equation
C09315 + C00235 <=> C18083 + C00013
Comment
umbelliferone 6-prenyltransferase
Enzyme
2.5.1.139
Pathway
rn00999  Biosynthesis of various plant secondary metabolites
rn01110  Biosynthesis of secondary metabolites
Orthology
K21588  umbelliferone 6-dimethylallyltransferase [EC:2.5.1.139]
Other DBs
RHEA: 51871
LinkDB

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