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Dimethylallyl diphosphate ▪ Sale

Dimethylallyl pyrophosphate
IUPAC name (hydroxy-(3-methylbut-2-enoxy) phosphoryl) oxyphosphonic acid
Other names Dimethylallyl diphosphate; isoprenyl pyrophosphate; isoprenyl diphosphate
Identifiers
CAS number	358-72-5
PubChem	647
ChemSpider	19951350
MeSH	3,3-dimethylallyl+pyrophosphate
Jmol-3D images	Image 1 Image 2
SMILES CC(=CCOP(=O)(O)OP(=O)(O)O)C O=P(OP(=O)(OC(C)(C)C=C)OC(C)(C)C=C)(OC(C)(C)C=C)OC(C)(C)C=C
InChI InChI=1S/C20H36O7P2/c1-13-17(5,6)23-28(21,24-18(7,8)14-2)27-29(22,25-19(9,10)15-3)26-20(11,12)16-4/h13-16H,1-4H2,5-12H3 Key: WTLAYXVNIWTZJI-UHFFFAOYSA-N InChI=1/C20H36O7P2/c1-13-17(5,6)23-28(21,24-18(7,8)14-2)27-29(22,25-19(9,10)15-3)26-20(11,12)16-4/h13-16H,1-4H2,5-12H3 Key: WTLAYXVNIWTZJI-UHFFFAOYAD
Properties
Molecular formula	C5H12O7P2
Molar mass	246.092
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dimethylallyl pyrophosphate (or -diphosphate) (DMAPP) is an intermediate product of both mevalonic acid (MVA) pathway and DOXP/MEP pathway. It is an isomer of isopentenyl pyrophosphate (IPP) and exists in virtually all life forms. The enzyme isopentenyl pyrophosphate isomerase catalyzes the isomerization of DMAPP from IPP.

Precursor of DMAPP in the MVA pathway is mevalonic acid, and 2-C-methyl-D-erythritol-e-P in the MEP/DOXP 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.

External links [edit]

v t e Cholesterol and steroid metabolic intermediates Mevalonate pathway to HMG-CoA Acetyl-CoA Acetoacetyl-CoA HMG-CoA Ketone bodies Acetone Acetoacetic acid beta-Hydroxybutyric acid to DMAPP Mevalonic acid Phosphomevalonic acid 5-Diphosphomevalonic acid Isopentenyl pyrophosphate Dimethylallyl pyrophosphate Geranyl- Geranyl pyrophosphate Geranylgeranyl pyrophosphate Carotenoid Prephytoene diphosphate Phytoene Non-mevalonate pathway DOXP MEP CDP-ME CDP-MEP MEcPP HMB-PP IPP DMAPP To Cholesterol Farnesyl pyrophosphate Squalene 2,3-Oxidosqualene Lanosterol Lanosterol Lathosterol 7-Dehydrocholesterol Cholesterol Lanosterol Zymosterol 7-Dehydrodesmosterol Desmosterol Cholesterol From Cholesterol (to steroids) 22R-Hydroxycholesterol 20α,22R-Dihydroxycholesterol Steroid hormones Corticosteroids (C21 pregnane) Mineralocorticoids Pregnenolone Progesterone Cortodoxone Corticosterone Aldosterone Glucocorticoids Pregnenolone 17-Hydroxypregnenolone 17-Hydroxyprogesterone Cortisol Cortisol Cortisone Sex steroids Androgens (C19 androstane) DHEA Androstenedione/5-Androstenediol Testosterone Dihydrotestosterone DHEA sulfate Epitestosterone Estrogens (C18 estrane) Estetrol Estrone Estradiol Estriol Nonhuman Phytosterols Stigmasterol Brassicasterol Ergosterols Ergosterol Ergocalciferol M: MET mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m) M: END anat/phys/devp/horm noco (d)/cong/tumr, sysi/epon proc, drug (A10/H1/H2/H3/H5) biochemical families: carbohydrates alcohols glycoproteins glycosides lipids eicosanoids fatty acids / intermediates phospholipids sphingolipids steroids nucleic acids constituents / intermediates proteins amino acids / intermediates tetrapyrroles / intermediates

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Information source: wikipedia.org

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