Dimethylallyl pyrophosphate

Dimethylallyl pyrophosphate
IUPAC name	(hydroxy-(3-methylbut-2-enoxy) phosphoryl) oxyphosphonic acid
Other names	Dimethylallyl diphosphate; isoprenyl pyrophosphate; isoprenyl diphosphate
Identifiers
CAS number	[358-72-5]
PubChem	647
MeSH	3,3-dimethylallyl+pyrophosphate
SMILES	CC(=CCOP(=O)(O)OP(=O)(O)O)C
Properties
Molecular formula	C5H12O7P2
Molar mass	246.092
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references

Dimethylallyl pyrophosphate (or -diphosphate) (DMAPP) is an intermediate product of both mevalonic acid (MVA) pathway and DOXP/MEP pathway. It is an isomer of isopentenyl pyrophosphate (IPP) and exists in virtually all life forms.

Precursor of DMAPP in the MVA pathway is mevalonic acid, and 2-C-methyl-D-erythritol-e-P in the MEP/DOXP pathway.

At present, it is believed that there is crossover between the two pathways in organisms that use both pathways to create terpenes and terpenoids, such as in plants, and that DMAPP is the crossover product.

Mevalonate pathway

Simplified version of the steroid synthesis pathway with the intermediates isopentenyl pyrophosphate (IPP), dimethylallyl pyrophosphate (DMAPP), geranyl pyrophosphate (GPP) and squalene shown. Some intermediates are omitted.

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