Contents

Isopentenyl pyrophosphate

Isopentenyl pyrophosphate

Names
IUPAC name (Hydroxy-(3-methylbut-3-enoxy) phosphoryl)oxyphosphonic acid
Identifiers
CAS Number	358-71-4 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:128769 Y
ChemSpider	1158 Y
MeSH	isopentenyl+pyrophosphate
PubChem CID	1195
CompTox Dashboard (EPA)	DTXSID80861893
InChI InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8) Y[Pubchem] Key: NUHSROFQTUXZQQ-UHFFFAOYSA-N Y[Pubchem]
SMILES CC(=C)CCOP(=O)(O)OP(=O)(O)O
Properties
Chemical formula	C5H12O7P2
Molar mass	246.092 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Chemical compound

Isopentenyl pyrophosphate (IPP, isopentenyl diphosphate, or IDP)^[1] is an isoprenoid precursor. IPP is an intermediate in the classical, HMG-CoA reductase pathway (commonly called the mevalonate pathway) and in the non-mevalonate MEP pathway of isoprenoid precursor biosynthesis. Isoprenoid precursors such as IPP, and its isomer DMAPP, are used by organisms in the biosynthesis of terpenes and terpenoids.

Biosynthesis[edit]

IPP is formed from acetyl-CoA via the mevalonate pathway (the "upstream" part), and then is isomerizedtodimethylallyl pyrophosphate by the enzyme isopentenyl pyrophosphate isomerase.^[2]

IPP can be synthesised via an alternative non-mevalonate pathway of isoprenoid precursor biosynthesis, the MEP pathway, where it is formed from (E)-4-hydroxy-3-methyl-but-2-enyl pyrophosphate (HMB-PP) by the enzyme HMB-PP reductase (LytB, IspH). The MEP pathway is present in many bacteria, apicomplexan protozoa such as malaria parasites, and in the plastids of higher plants.^[3]

See also[edit]

• Dimethylallyltranstransferase

References[edit]