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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:
57-04-5
Molecular Weight:
180.19 (anhydrous basis)
UNSPSC Code:
12352107
PubChem Substance ID:
329757677
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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Alice Chan et al.
Angewandte Chemie (International ed. in English), 51(31), 7711-7714 (2012-06-21)
Stop for NadA! A [4Fe-4S] enzyme, NadA, catalyzes the formation of quinolinic acid in de novo nicotinamide adenine dinucleotide (NAD) biosynthesis. A structural analogue of an intermediate, 4,5-dithiohydroxyphthalic acid (DTHPA), has an in vivo NAD biosynthesis inhibiting activity in E. coli. The
Matthias Bujara et al.
Nature chemical biology, 7(5), 271-277 (2011-03-23)
Recruiting complex metabolic reaction networks for chemical synthesis has attracted considerable attention but frequently requires optimization of network composition and dynamics to reach sufficient productivity. As a design framework to predict optimal levels for all enzymes in the network is
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
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
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
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