Dimethylallyl pyrophosphate

Dimethylallyl pyrophosphate

Names
IUPAC name (hydroxy-(3-methylbut-2-enoxy) phosphoryl) oxyphosphonic acid
Other names Dimethylallyl diphosphate; isoprenyl pyrophosphate; isoprenyl diphosphate
Identifiers
CAS Number	358-72-5 Y
3D model (Jmol)	Interactive image Interactive image
ChemSpider	19951350 Y
MeSH	3,3-dimethylallyl+pyrophosphate
PubChem CID	647
InChI InChI=1S/C20H36O7P2/c1-13-17(5,6)23-28(21,24-18(7,8)14-2)27-29(22,25-19(9,10)15-3)26-20(11,12)16-4/h13-16H,1-4H2,5-12H3 Y Key: WTLAYXVNIWTZJI-UHFFFAOYSA-N Y InChI=1/C20H36O7P2/c1-13-17(5,6)23-28(21,24-18(7,8)14-2)27-29(22,25-19(9,10)15-3)26-20(11,12)16-4/h13-16H,1-4H2,5-12H3 Key: WTLAYXVNIWTZJI-UHFFFAOYAD
SMILES CC(=CCOP(=O)(O)OP(=O)(O)O)C O=P(OP(=O)(OC(C)(C)C=C)OC(C)(C)C=C)(OC(C)(C)C=C)OC(C)(C)C=C
Properties
Chemical formula	C5H12O7P2
Molar mass	246.092
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Dimethylallyl pyrophosphate (DMAPP; or alternatively, -diphosphate (DMADP); also isoprenyl pyrophosphate) 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. The enzyme isopentenyl pyrophosphate isomerase catalyzes the isomerization of DMAPP from IPP.

Precursor of DMAPP in the MVA pathway is mevalonic acid, and HMBPP 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.