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Information on EC 2.5.1.102 - geranyl-pyrophosphate-olivetolic acid geranyltransferase

for references in articles please use BRENDA:EC2.5.1.102

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EC Tree

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

IUBMB Comments

Part of the cannabinoids biosynthetic pathway of the plant Cannabis sativa. The enzyme can also use neryl diphosphate as substrate, forming cannabinerolate.

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The expected taxonomic range for this enzyme is: Cannabis sativa

Reaction Schemes

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geranyl diphosphate

2,4-dihydroxy-6-pentylbenzoate

diphosphate

cannabigerolate

Synonyms

geranylpyrophosphate:olivetolate geranyltransferase, GOT, PT4-T, show all synonyms

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SYNONYM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

geranylpyrophosphate:olivetolate geranyltransferase

GOT

PT4-T

geranylpyrophosphate:olivetolate geranyltransferase

Cannabis sativa

719479

geranylpyrophosphate:olivetolate geranyltransferase

GOT

GOT

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REACTION

REACTION DIAGRAM

COMMENTARY

ORGANISM

UNIPROT

LITERATURE

geranyl diphosphate + 2,4-dihydroxy-6-pentylbenzoate = diphosphate + cannabigerolate

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Go to Pathway Search

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PATHWAY SOURCE

PATHWAYS

KEGG

Biosynthesis of secondary metabolites, Biosynthesis of various secondary metabolites - part 1

MetaCyc

cannabinoid biosynthesis

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SYSTEMATIC NAME

IUBMB Comments

geranyl-diphosphate:olivetolate geranyltransferase

Part of the cannabinoids biosynthetic pathway of the plant Cannabis sativa. The enzyme can also use neryl diphosphate as substrate, forming cannabinerolate.

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SUBSTRATE

PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

geranyl diphosphate + 2,4-dihydroxy-6-pentylbenzoate

diphosphate + cannabigerolate

2 entries

geranyl diphosphate + olivetolic acid

diphosphate + cannabigerolate

Cannabis sativa

A0A455ZJC3

759845

additional information

Cannabis sativa

the enzyme accepts geranyldiphosphate and to a lesser degree also neryldiphosphate as a cosubstrate. Olivetol is inactive as a prenyl acceptor, GOT is specific for olivetolic acid

719479

geranyl diphosphate + 2,4-dihydroxy-6-pentylbenzoate

diphosphate + cannabigerolate

Cannabis sativa

719479

geranyl diphosphate + 2,4-dihydroxy-6-pentylbenzoate

diphosphate + cannabigerolate

Cannabis sativa

i.e. olivetolate

719479

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NATURAL SUBSTRATE

NATURAL PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

REVERSIBILITY
r=reversible
ir=irreversible
?=not specified

geranyl diphosphate + 2,4-dihydroxy-6-pentylbenzoate

diphosphate + cannabigerolate

Cannabis sativa

719479

geranyl diphosphate + olivetolic acid

diphosphate + cannabigerolate

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METALS and IONS

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Mg2+

Cannabis sativa

essentially required

719479

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KM VALUE [mM]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.00673

olivetolic acid

Cannabis sativa

A0A455ZJC3

at pH 8.5 and 30Â°C

759845

additional information

Cannabis sativa

Michaelis-Menten kinetics with geranyl diphosphate as substrate

719479

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pH OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Cannabis sativa

719479

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TEMPERATURE OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Cannabis sativa

719479

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ORGANISM

COMMENTARY

LITERATURE

UNIPROT

SEQUENCE DB

SOURCE

UniProt

brenda

Cannabis sativa

var. Skunk

719479

brenda

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SOURCE TISSUE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

SOURCE

young

brenda

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LOCALIZATION

ORGANISM

UNIPROT

COMMENTARY

GeneOntology No.

LITERATURE

SOURCE

brenda

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GENERAL INFORMATION

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

metabolism

Cannabis sativa

GOT is the first enzyme in the biosynthesis of DELTA1-tetrahydrocannabinolic acid and cannabinoids

719479

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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).

A0A455ZJC3 pBLAST

A0A455ZJC3_CANSA

Cannabis sativa

398

44928

TrEMBL

Show Sequence

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CLONED (Commentary)

ORGANISM

UNIPROT

LITERATURE

expressed in yeast

Cannabis sativa

A0A455ZJC3

759845

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REF.

AUTHORS

TITLE

JOURNAL

VOL.

PAGES

YEAR

ORGANISM (UNIPROT)

PUBMED ID

SOURCE

719479

Fellermeier, M.; Zenk, M.

Prenylation of olivetolate by a hemp transferase yields cannabigerolic acid, the precursor of tetrahydrocannabinol

FEBS Lett.

427

283-285

1998

Cannabis sativa

9607329

brenda

759845

Luo, X.; Reiter, M.; d'Espaux, L.; Wong, J.; Denby, C.; Lechner, A.; Zhang, Y.; Grzybowski, A.; Harth, S.; Lin, W.; Lee, H.; Yu, C.; Shin, J.; Deng, K.; Benites, V.; Wang, G.; Baidoo, E.; Chen, Y.; Dev, I.; Petzold, C.; Keasling, J.

Complete biosynthesis of cannabinoids and their unnatural analogues in yeast

Nature

567

123-126

2019

Cannabis sativa (A0A455ZJC3), Cannabis sativa

30814733

brenda