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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

Quality Level

100

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

11 - Combustible Solids

wgk_germany

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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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
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
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
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
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