D4287

γ,γ-Dimethylallyl pyrophosphate triammonium salt

Name: γ,γ-Dimethylallyl pyrophosphate triammonium salt
Brand: SIGMA

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:

1186-30-7

Molecular Weight:

297.18

MDL number:

MFCD00189839

UNSPSC Code:

12352106

PubChem Substance ID:

24893852

NACRES:

NA.25

Key Documents

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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

Related Categories

Phosphates

Biochem/physiol Actions

Intermediate in terpene biosynthesis

Pictograms

GHS02,GHS06,GHS08

Signal Word

Danger

Hazard Statements

H225,H301 + H311 + H331,H370

Precautionary Statements

P210 - P233 - P280 - P301 + P310 - P303 + P361 + P353 - P304 + P340 + P311

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 Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

69.8 °F - closed cup

Flash Point(C)

21 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number

0000505257

0000490683

0000474454

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Molecular Characterization of Soybean Pterocarpan 2-Dimethylallyltransferase in Glyceollin Biosynthesis: Local Gene and Whole-Genome Duplications of Prenyltransferase Genes Led to the Structural Diversity of Soybean Prenylated Isoflavonoids.

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

Structural basis for non-genuine phenolic acceptor substrate specificity of Streptomyces roseochromogenes prenyltransferase CloQ from the ABBA/PT-barrel superfamily.

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

Quantitation of isoprenoids for natural rubber biosynthesis in natural rubber latex by liquid chromatography with tandem mass spectrometry.

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.

The butyrophilin 3A1 intracellular domain undergoes a conformational change involving the juxtamembrane region.

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 (

Exploring natural biodiversity to expand access to microbial terpene synthesis.

Juan Rico et al.

Microbial cell factories, 18(1), 23-23 (2019-02-03)

Terpenes are industrially relevant natural compounds the biosynthesis of which relies on two well-established-mevalonic acid (MVA) and methyl erythritol phosphate (MEP)-pathways. Both pathways are widely distributed in all domains of life, the former is predominantly found in eukaryotes and archaea

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γ,γ-Dimethylallyl pyrophosphate triammonium salt