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54747

Sigma-Aldrich

γ,γ-Dimethylallyl phosphate ammonium salt

≥93.0% (TLC)

Synonym(s):

3,3-Dimethylallyl phosphate ammonium salt, 3-Methyl-2-butenyl phosphate ammonium salt, Phosphoric acid mono-(3-methyl-2-butenyl ester) ammonium salt, Prenyl phosphate ammonium salt

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About This Item

Empirical Formula (Hill Notation):
C5H11O4P · xNH3
Molecular Weight:
166.11 (free acid basis)
MDL number:
MFCD18632546
UNSPSC Code:
12352106
PubChem Substance ID:
329758051
NACRES:
NA.25

Quality Level

100

Assay

≥93.0% (TLC)

storage temp.

−20°C

SMILES string

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

InChI

1S/C5H11O4P.H3N/c1-5(2)3-4-9-10(6,7)8;/h3H,4H2,1-2H3,(H2,6,7,8);1H3

InChI key

FLEGYDAACQHRAY-UHFFFAOYSA-N

Application

Gamma, gamma-dimethylallyl phosphate may be useful in studies of the archaeal isopentenyl phosphate kinases.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nikki Dellas et al.
ACS chemical biology, 5(6), 589-601 (2010-04-16)
The biosynthesis of isopentenyl diphosphate (IPP) from either the mevalonate (MVA) or the 1-deoxy-d-xylulose 5-phosphate (DXP) pathway provides the key metabolite for primary and secondary isoprenoid biosynthesis. Isoprenoid metabolism plays crucial roles in membrane stability, steroid biosynthesis, vitamin production, protein
Mo Chen et al.
Biochemistry, 49(1), 207-217 (2009-11-26)
Archaea synthesize isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP), the essential building blocks of isoprenoid compounds, from mevalonate (MVA). However, an analysis of the genomes of several members of the Archaea failed to identify genes for the enzymes required to

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