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D4287

Sigma-Aldrich

γ,γ-Dimethylallyl pyrophosphate triammonium salt

1 mg/mL in methanol (:aqueous 10 mM NH4OH (7:3)), ≥90% (TLC)

Sinónimos:

DMAPP

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About This Item

Fórmula empírica (notación de Hill):
C5H12O7P2 · 3NH3
Número de CAS:
1186-30-7
Peso molecular:
297.18
MDL number:
MFCD00189839
UNSPSC Code:
12352106
PubChem Substance ID:
24893852
NACRES:
NA.25

Quality Level

200

assay

≥90% (TLC)

form

liquid

packaging

vial of 200 μg

concentration

1 mg/mL in methanol (:aqueous 10 mM NH4OH (7:3))

storage temp.

−20°C

SMILES string

N.N.N.C\C(C)=C\COP(O)(=O)OP(O)(O)=O

InChI

1S/C5H12O7P2.3H3N/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);3*1H3

InChI key

VBUNGGIXIOHBHL-UHFFFAOYSA-N

Categorías relacionadas

Biochem/physiol Actions

Intermediate in terpene biosynthesis

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes,Central nervous system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

69.8 °F - closed cup

flash_point_c

21 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
SLCD5892
SLCB7631
SLBN0504V
SLBJ4196V
SLBJ1630V

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Lei Guo et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 69(5-6), 259-270 (2014-07-30)
Farnesyl pyrophosphate synthase (FPPS, EC 2.5.1.10) catalyzes the consecutive head-to-tail condensations of isopentenyl diphosphate (IPP) with dimethylallyl diphosphate (DMAPP) to form farnesyl pyrophosphate (FPP), a key precursor of sesquiterpenoids, triterpenoids, sterols, and farnesylated proteins. Here we report the molecular cloning
Keisuke Yoneyama et al.
Plant & cell physiology, 57(12), 2497-2509 (2016-12-18)
Soybean (Glycine max) accumulates several prenylated isoflavonoid phytoalexins, collectively referred to as glyceollins. Glyceollins (I, II, III, IV and V) possess modified pterocarpan skeletons with C
Carla Araya-Cloutier et al.
PloS one, 12(3), e0174665-e0174665 (2017-03-30)
Acceptor substrate specificity of Streptomyces roseochromogenes prenyltransferase SrCloQ was investigated using different non-genuine phenolic compounds. RP-UHPLC-UV-MSn was used for the tentative annotation and quantification of the prenylated products. Flavonoids, isoflavonoids and stilbenoids with different types of substitution were prenylated by
Khiem Nguyen et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 31(11), 4697-4706 (2017-07-15)
Small isoprenoid diphosphates, such as (
Xi Zhang et al.
Journal of chromatography. A, 1558, 115-119 (2018-05-19)
The natural rubber molecule is one of the end products of isoprenoids metabolism in the plant. Dimethylallyl diphosphate (DMAPP) and farnesyl pyrophosphate (FPP) are two typical isoprenoids which control the rate of biosynthesis and the molecular weight of natural rubber.
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