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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)

Synonyme(s) :

DMAPP

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About This Item

Formule empirique (notation de Hill):
C5H12O7P2 · 3NH3
Numéro CAS:
1186-30-7
Poids moléculaire :
297.18
Numéro MDL:
MFCD00189839
Code UNSPSC :
12352106
ID de substance PubChem :
24893852
Nomenclature NACRES :
NA.25

Niveau de qualité

200

Pureté

≥90% (TLC)

Forme

liquid

Conditionnement

vial of 200 μg

Concentration

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

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

VBUNGGIXIOHBHL-UHFFFAOYSA-N

Catégories apparentées

Actions biochimiques/physiologiques

Intermediate in terpene biosynthesis

Pictogrammes

FlameSkull and crossbonesHealth hazard
GHS02,GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Eyes,Central nervous system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

69.8 °F - closed cup

Point d'éclair (°C)

21 °C - closed cup

Équipement de protection individuelle

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
Jinyue Liu et al.
Plant & cell physiology, 59(1), 128-141 (2017-11-16)
Prenylated isoflavonoids have been found in several legume plants, and they possess various biological activities that play important roles in both plant defense and human health. However, it is still unknown whether prenylated isoflavonoids are present in the model legume
Ekaterina Kazieva et al.
Microbiology (Reading, England), 163(9), 1283-1291 (2017-09-05)
The inhibition of mevalonate kinase (MVK) by downstream metabolites is an important mechanism in the regulation of isoprenoid production in a broad range of organisms. The first feedback-resistant MVK was previously discovered in the methanogenic archaeon Methanosarcinamazei. Here, we report
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