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Names | |
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IUPAC name (Hydroxy-(3-methylbut-3-enoxy) phosphoryl)oxyphosphonic acid | |
Identifiers | |
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3D model (JSmol) | |
ChEBI | |
ChemSpider |
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MeSH | isopentenyl+pyrophosphate |
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Properties | |
C5H12O7P2 | |
Molar mass | 246.092 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). |
Isopentenyl pyrophosphate (IPP,isopentenyl diphosphate, orIDP)[1] is an isoprenoid precursor. IPP is an intermediate in the classical,HMG-CoA reductase pathway (commonly called the mevalonate pathway) and in thenon-mevalonateMEP pathway of isoprenoid precursor biosynthesis. Isoprenoid precursors such as IPP, and its isomerDMAPP, are used by organisms in the biosynthesis ofterpenes andterpenoids.
IPP is formed fromacetyl-CoA via the mevalonate pathway (the "upstream" part), and then isisomerized todimethylallyl pyrophosphate by the enzymeisopentenyl pyrophosphate isomerase.[2]
IPP can be synthesised via an alternative non-mevalonate pathway ofisoprenoid precursor biosynthesis, theMEP pathway, where it is formed from(E)-4-hydroxy-3-methyl-but-2-enyl pyrophosphate (HMB-PP) by the enzymeHMB-PP reductase (LytB, IspH). The MEP pathway is present in manybacteria,apicomplexanprotozoa such asmalaria parasites, and in theplastids of higherplants.[3]