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-mevalonateMEP 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.
Mevalonate pathwaySimplified version of the steroid synthesis pathway with the intermediates isopentenyl pyrophosphate (IPP), dimethylallyl pyrophosphate (DMAPP), geranyl pyrophosphate (GPP) and squalene. Some intermediates are omitted. The color scheme does not correctly represent the origins of the isoprene units of GPP.
^Banerjee, A.; Sharkey, T. D. (9 July 2014). "Methylerythritol 4-phosphate (MEP) pathway metabolic regulation". Natural Product Reports. 31 (8): 1043–1055. doi:10.1039/C3NP70124G. PMID 24921065.
^Chang, Wei-chen; Song, Heng; Liu, Hung-wen; Liu, Pinghua (2013). "Current development in isoprenoid precursor biosynthesis and regulation". Current Opinion in Chemical Biology. 17 (4): 571–579. doi:10.1016/j.cbpa.2013.06.020. PMC4068245. PMID 23891475.
^Wiemer, AJ; Hsiao, CH; Wiemer, DF (2010). "Isoprenoid metabolism as a therapeutic target in gram-negative pathogens". Current Topics in Medicinal Chemistry. 10 (18): 1858–71. doi:10.2174/156802610793176602. PMID 20615187.
February 16, 2024
isopentenyl, pyrophosphate, isopentenyl, diphosphate, isoprenoid, precursor, intermediate, classical, reductase, pathway, commonly, called, mevalonate, pathway, mevalonate, pathway, isoprenoid, precursor, biosynthesis, isoprenoid, precursors, such, isomer, dma. 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 Isopentenyl pyrophosphate NamesIUPAC name Hydroxy 3 methylbut 3 enoxy phosphoryl oxyphosphonic acidIdentifiersCAS Number 358 71 4 Y3D model JSmol Interactive imageChEBI CHEBI 128769 YChemSpider 1158 YMeSH isopentenyl pyrophosphatePubChem CID 1195InChI 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 OPropertiesChemical formula C 5H 12O 7P 2Molar mass 246 092 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox referencesBiosynthesis editIPP is formed from acetyl CoA via the mevalonate pathway the upstream part and then is isomerized to dimethylallyl pyrophosphate by the enzyme isopentenyl pyrophosphate isomerase 2 nbsp Mevalonate pathway nbsp Simplified version of the steroid synthesis pathway with the intermediates isopentenyl pyrophosphate IPP dimethylallyl pyrophosphate DMAPP geranyl pyrophosphate GPP and squalene Some intermediates are omitted The color scheme does not correctly represent the origins of the isoprene units of GPP 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 editDimethylallyltranstransferaseReferences edit Banerjee A Sharkey T D 9 July 2014 Methylerythritol 4 phosphate MEP pathway metabolic regulation Natural Product Reports 31 8 1043 1055 doi 10 1039 C3NP70124G PMID 24921065 Chang Wei chen Song Heng Liu Hung wen Liu Pinghua 2013 Current development in isoprenoid precursor biosynthesis and regulation Current Opinion in Chemical Biology 17 4 571 579 doi 10 1016 j cbpa 2013 06 020 PMC 4068245 PMID 23891475 Wiemer AJ Hsiao CH Wiemer DF 2010 Isoprenoid metabolism as a therapeutic target in gram negative pathogens Current Topics in Medicinal Chemistry 10 18 1858 71 doi 10 2174 156802610793176602 PMID 20615187 Retrieved from https en wikipedia org w index php title Isopentenyl pyrophosphate amp oldid 1195924311, wikipedia, wiki, book, books, library,
