D4287
γ,γ-Dimethylallyl pyrophosphate triammonium salt
1 mg/mL in methanol (:aqueous 10 mM NH4OH (7:3)), ≥90% (TLC)
Synonym(s):
DMAPP
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About This Item
Empirical Formula (Hill Notation):
C5H12O7P2 · 3NH3
CAS Number:
Molecular Weight:
297.18
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Assay:
≥90% (TLC)
Form:
liquid
Quality Segment
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
Biochem/physiol Actions
Intermediate in terpene biosynthesis
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
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
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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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
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.
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D4287-5VL | 04061838178961 |
| D4287-1VL | 04061833564240 |