Page last updated: 2024-10-24

geranyl diphosphate biosynthetic process

Definition

Target type: biologicalprocess

The chemical reactions and pathways resulting in the formation of geranyl diphosphate. [GOC:mah, MetaCyc:PWY-5122]

The geranyl diphosphate biosynthetic process is a key pathway in the production of terpenes, a large and diverse class of organic compounds found in plants, animals, and microorganisms. Terpenes play a wide range of roles in biological systems, including serving as pigments, hormones, and defense compounds.

The biosynthesis of geranyl diphosphate (GPP) begins with the condensation of two molecules of isopentenyl diphosphate (IPP) to form dimethylallyl diphosphate (DMAPP). This reaction is catalyzed by the enzyme isopentenyl diphosphate isomerase.

Next, DMAPP and another molecule of IPP are combined by the enzyme geranyl diphosphate synthase to form GPP. This reaction involves a series of steps, including:

* Formation of a carbocation intermediate
* Addition of IPP to the carbocation
* Loss of a proton to form GPP

GPP is a precursor to many other terpenes, including monoterpenes (C10), sesquiterpenes (C15), diterpenes (C20), and triterpenes (C30). These terpenes are synthesized by different enzymes that use GPP as a starting material.

For example, monoterpenes are formed by the addition of one molecule of IPP to GPP. Sesquiterpenes are formed by the addition of two molecules of IPP to GPP. And so on.

The geranyl diphosphate biosynthetic process is a highly regulated pathway that is essential for the production of a wide range of terpenes. This pathway is also a target for the development of new drugs and agricultural chemicals.'
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Proteins (3)

ProteinDefinitionTaxonomy
Farnesyl diphosphate synthaseA farnesyl diphosphate synthase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P22939]Escherichia coli K-12
Farnesyl pyrophosphate synthaseA farnesyl pyrophosphate synthase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P14324]Homo sapiens (human)
Geranylgeranyl pyrophosphate synthaseA geranylgeranyl pyrophosphate synthase that is encoded in the genome of human. [PRO:DNx, UniProtKB:O95749]Homo sapiens (human)

Compounds (26)

CompoundDefinitionClassesRoles
diphosphoric aciddiphosphoric acid : An acyclic phosphorus acid anhydride obtained by condensation of two molecules of phosphoric acid.acyclic phosphorus acid anhydride;
phosphorus oxoacid
Escherichia coli metabolite
alendronatealendronic acid : A 1,1-bis(phosphonic acid) that is methanebis(phosphonic acid) in which the two methylene hydrogens are replaced by hydroxy and 3-aminopropyl groups.1,1-bis(phosphonic acid);
primary amino compound
bone density conservation agent;
EC 2.5.1.1 (dimethylallyltranstransferase) inhibitor
incadronate1,1-bis(phosphonic acid)
pamidronatephosphonoacetic acid
risedronic acidRisedronic Acid: A pyridine and diphosphonic acid derivative that acts as a CALCIUM CHANNEL BLOCKER and inhibits BONE RESORPTION.pyridines
isopentenyladenosineIsopentenyladenosine: N(6)-[delta(3)-isopentenyl]adenosine. Isopentenyl derivative of adenosine which is a member of the cytokinin family of plant growth regulators.

N(6)-(Delta(2)-isopentenyl)adenosine : A nucleoside analogue in which adenosine has been modified by substitution at the 6-amino nitrogen by a Delta(2)-isopentenyl group.
N-ribosyl-N(6)-isopentenyladenine;
nucleoside analogue
antineoplastic agent;
plant growth regulator;
plant metabolite
2-(2-pyridyl)ethylidine-1,1-bisphosphonate2-(2-pyridyl)ethylidine-1,1-bisphosphonate: inhibits hypercalciuria
ibandronic acidIbandronic Acid: Aminobisphosphonate that is a potent inhibitor of BONE RESORPTION. It is used in the treatment of HYPERCALCEMIA associated with malignancy, for the prevention of fracture and bone complications in patients with breast cancer and bone metastases, and for the treatment and prevention of POSTMENOPAUSAL OSTEOPOROSIS.
salvinsalvin: a biocyclic diterpenoid; from sage and rosemary (Lamiaceae)abietane diterpenoid;
carbotricyclic compound;
catechols;
monocarboxylic acid
angiogenesis modulating agent;
anti-inflammatory agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
food preservative;
HIV protease inhibitor;
plant metabolite
zoledronic acidzoledronic acid : An imidazole compound having a 2,2-bis(phosphono)-2-hydroxyethane-1-yl substituent at the 1-position.

Zoledronic Acid: An imidobisphosphonate inhibitor of BONE RESORPTION that is used for the treatment of malignancy-related HYPERCALCEMIA; OSTEITIS DEFORMANS; and OSTEOPOROSIS.
1,1-bis(phosphonic acid);
imidazoles
bone density conservation agent
6-amino-1-hydroxyhexane-1,1-diphosphonate6-amino-1-hydroxyhexane-1,1-diphosphonate: used for therapy of Paget's disease of bone & malignant hypercalcaemia1,1-bis(phosphonic acid)
ne 58051NE 58051: inhibits tumor cell adhesion to extracellular matrices; structure in first source
ym 529YM 529: inhibits osteoclastic bone resorption; structure given in first source
aminobutane bisphosphonateaminobutane bisphosphonate: may be useful measure for controlling hypercalcemia in patients with carcinoma
bisdethiobis(methylthio)gliotoxinbisdethiobis(methylthio)gliotoxin: structure given in first source; a platelet activating factor antagonist
2-(5-Chlorobenzo[b]thiophen-3-yl)acetic acid1-benzothiophenes
1-hydroxypentane-1,1-bisphosphonate
cimadronatecimadronate: increases serum 1,25-dihydroxyvitamin D in rats via stimulating renal 1-hydroxylase activity; structure given in first source
1,1-hydroxyoctanodiphosphonate
carnosolcarnosol: isolated from Lepechinia hastataditerpenoid
farnesyl pyrophosphate2-trans,6-trans-farnesyl diphosphate : The trans,trans-stereoisomer of farnesyl diphosphate.

farnesyl pyrophosphate: a sesquiterpene that dimerizes to SQUALENE; RN given refers to cpd without isomeric designation
farnesyl diphosphateEscherichia coli metabolite;
mouse metabolite
sq 109N-geranyl-N'-(2-adamantyl)ethane-1,2-diamine: has antitubercular activity
ne 21650NE 21650: inhibits isopentenyl diphosphate isomerase; structure in first source
ne 10790
digeranyl bisphosphonatedigeranyl bisphosphonate: structure in first source
alendronate sodium