Dimethylallyl pyrophosphate (DMAPP; or alternatively, dimethylallyl diphosphate (DMADP); also isoprenyl pyrophosphate) is an isoprenoid precursor. It is a product of both the mevalonate pathway and the MEP pathway of isoprenoid precursor biosynthesis. It is an isomer of isopentenyl pyrophosphate (IPP) and exists in virtually all life forms. The enzyme isopentenyl pyrophosphate isomerase catalyzes isomerization between DMAPP and IPP.[1]
In the mevalonate pathway DMAPP is synthesised from mevalonic acid. In contrast, DMAPP is synthesised from HMBPP in the MEP 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.
Mevalonate pathwaySimplified version of the steroid synthesis pathway with the intermediates isopentenyl pyrophosphate (IPP), dimethylallyl pyrophosphate (DMAPP), geranyl pyrophosphate (GPP) and squalene shown. Some intermediates are omitted.
Referencesedit
^Wang, W.; Oldfield, E. (2014). "Bioorganometallic Chemistry with Ispg and Isph: Structure, Function, and Inhibition of the [Fe4s4] Proteins Involved in Isoprenoid Biosynthesis". Angew. Chem. Int. Ed. 53 (17): 4294–4310. doi:10.1002/anie.201306712. PMC3997630. PMID 24481599.
External linksedit
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dimethylallyl, pyrophosphate, dmapp, alternatively, dimethylallyl, diphosphate, dmadp, also, isoprenyl, pyrophosphate, isoprenoid, precursor, product, both, mevalonate, pathway, pathway, isoprenoid, precursor, biosynthesis, isomer, isopentenyl, pyrophosphate, . Dimethylallyl pyrophosphate DMAPP or alternatively dimethylallyl diphosphate DMADP also isoprenyl pyrophosphate is an isoprenoid precursor It is a product of both the mevalonate pathway and the MEP pathway of isoprenoid precursor biosynthesis It is an isomer of isopentenyl pyrophosphate IPP and exists in virtually all life forms The enzyme isopentenyl pyrophosphate isomerase catalyzes isomerization between DMAPP and IPP 1 Dimethylallyl pyrophosphate NamesIUPAC name 3 Methyl 2 buten 1 yl trihydrogen diphosphateOther names Dimethylallyl diphosphate isoprenyl pyrophosphate isoprenyl diphosphateIdentifiersCAS Number 358 72 5 Y3D model JSmol Interactive imageChemSpider 627 YMeSH 3 3 dimethylallyl pyrophosphatePubChem CID 647CompTox Dashboard EPA DTXSID70189331InChI InChI 1S C5H12O7P2 c1 5 2 3 4 11 14 9 10 12 13 6 7 8 h3H 4H2 1 2H3 H 9 10 H2 6 7 8 Key CBIDRCWHNCKSTO UHFFFAOYSA NSMILES CC CCOP O O OP O O O CPropertiesChemical 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 references In the mevalonate pathway DMAPP is synthesised from mevalonic acid In contrast DMAPP is synthesised from HMBPP in the MEP 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 Mevalonate pathwaySimplified version of the steroid synthesis pathway with the intermediates isopentenyl pyrophosphate IPP dimethylallyl pyrophosphate DMAPP geranyl pyrophosphate GPP and squalene shown Some intermediates are omitted References edit Wang W Oldfield E 2014 Bioorganometallic Chemistry with Ispg and Isph Structure Function and Inhibition of the Fe4s4 Proteins Involved in Isoprenoid Biosynthesis Angew Chem Int Ed 53 17 4294 4310 doi 10 1002 anie 201306712 PMC 3997630 PMID 24481599 External links edit nbsp This biochemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Dimethylallyl pyrophosphate amp oldid 1152007284, wikipedia, wiki, book, books, library,
