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51269

Sigma-Aldrich

Dihydroxyacetone phosphate hemimagnesium salt hydrate

≥95% (TLC)

Synonym(s):

1,3-Dihydroxy-2-propanone 1-phosphate hemimagnesium salt hydrate, 1-Hydroxy-3-(phosphonooxy)-2-propanone hemimagnesium salt hydrate, DHAP Mg

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About This Item

Empirical Formula (Hill Notation):
C3H5Mg0.5O6P · xH2O
CAS Number:
Molecular Weight:
180.19 (anhydrous basis)
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95% (TLC)

storage temp.

−20°C

SMILES string

O.OCC(=O)COP(O)(=O)O[Mg]OP(O)(=O)OCC(=O)CO

InChI

1S/2C3H7O6P.Mg.H2O/c2*4-1-3(5)2-9-10(6,7)8;;/h2*4H,1-2H2,(H2,6,7,8);;1H2/q;;+2;/p-2

InChI key

XIBMKSGIYJARCI-UHFFFAOYSA-L

Application

Dihydroxyacetone phosphate hemimagnesium salt hydrate (DHAP Mg) is a magnesium salt of DHAP. DHAP may be used as the substrate to characterize enzymes such as fructose bisphosphate aldolase and triose phosphate isomerase.

Biochem/physiol Actions

Dihydroxyacetone phosphate (DHAP) is a metabolic intermediate involved in many pathways, including glycolysis, gluconeogenesis, glycerol metabolism, phosphatidic acid synthesis, fat metabolism, and the Calvin cycle.

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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Wei Lu et al.
Gene, 503(1), 65-74 (2012-05-09)
Fructose 1,6-biphosphate aldolase (FBA) is a key enzyme in plants, which is involved not only in glycolysis and gluconeogenesis in the cytoplasm, but also in the Calvin cycle in plastids. Research on FBAs in various organisms has been reported, but
Bjørn O Hald et al.
The FEBS journal, 279(23), 4410-4420 (2012-10-18)
Coherent glycolytic oscillations in Saccharomyces cerevisiae are a multicellular property induced by addition of glucose to a starved cell population of sufficient density. However, initiation of oscillations requires an additional perturbation, usually addition of cyanide. The fate of cyanide during
Michael Fischer et al.
Chemical communications (Cambridge, England), 47(23), 6647-6649 (2011-05-13)
An efficient gram scale synthesis of 3-fluoro-1-hydroxyacetone phosphate (FHAP) has been developed. As a close analog to dihydroxyacetone phosphate, FHAP was used as a novel donor substrate for rabbit muscle aldolase catalyzed reactions. The different binding affinities of the gem-diol
Ferenc Orosz et al.
Biochimica et biophysica acta, 1792(12), 1168-1174 (2009-09-30)
The triosephosphate isomerase (TPI) functions at a metabolic cross-road ensuring the rapid equilibration of the triosephosphates produced by aldolase in glycolysis, which is interconnected to lipid metabolism, to glycerol-3-phosphate shuttle and to the pentose phosphate pathway. The enzyme is a
Inés Ardao et al.
Langmuir : the ACS journal of surfaces and colloids, 28(15), 6461-6467 (2012-03-21)
Gold nanoparticles (AuNPs) are attractive materials for the immobilization of enzymes due to several advantages such as high enzyme loading, absence of internal diffusion limitations, and Brownian motion in solution, compared to the conventional immobilization onto porous macroscopic supports. The

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