| Isopentenyl pyrophosphate | |
|---|---|
 |
|
| IUPAC name |
(hydroxy-(3-methylbut-3-enoxy) phosphoryl)oxyphosphonic acid
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| Identifiers | |
| CAS number | 358-71-4 |
| PubChem | 1195 |
| MeSH | isopentenyl+pyrophosphate |
| SMILES |
CC(=C)CCOP(=O)(O)OP(=O)(O)O
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| 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 | |
Isopentenyl pyrophosphate (IPP) is an intermediate in the classical, HMG-CoA reductase pathway used by organisms in the biosynthesis of terpenes and terpenoids. IPP is formed from acetyl-CoA via mevalonic acid. IPP can then be isomerized to dimethylallyl pyrophosphate by the enzyme isopentenyl pyrophosphate isomerase.
IPP can be synthesized via the alternative, non-mevalonate pathway of isoprenoid biosynthesis instead, 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 non-mevalonate pathway is utilized by many bacteria, apicomplexan protozoa such as malaria parasites, and the plastids of higher plants.
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