D7137
Dihydroxyacetone phosphate dilithium salt
≥93% dry basis (enzymatic)
Synonym(s):
1,3-Dihydroxy-2-propanone 1-phosphate dilithium salt, 1-Hydroxy-3-(phosphonooxy)-2-propanone dilithium salt, DHAP
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About This Item
Empirical Formula (Hill Notation):
C3H5Li2O6P
CAS Number:
Molecular Weight:
181.92
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1708891
InChI
1S/C3H7O6P.2Li/c4-1-3(5)2-9-10(6,7)8;;/h4H,1-2H2,(H2,6,7,8);;/q;2*+1/p-2
SMILES string
[Li+].[Li+].OCC(=O)COP([O-])([O-])=O
InChI key
QWIKESRFRWLYIA-UHFFFAOYSA-L
biological source
bovine (casein)
assay
≥93% dry basis (enzymatic)
form
powder
impurities
~0.2 mol % D-glyceraldehyde 3-phosphate
color
white
solubility
soluble 50mg plus 1ml of H2O, clear, colorless to faintly yellow
anion traces
phosphate (PO43-): ~5 mol %
cation traces
Li: 5.5-8.0% (dry basis)
storage temp.
−20°C
Quality Level
Application
Dihydroxyacetone phosphate (DHAP) is used in fructose metabolism, triose and glycation research. It is used in studies involving the metabolism of three-carbon sugar pools and their roles in physiological and physical processes. DHAP may be used as a substrate to help identify, differentiate and characterize fructose-bisphosphate aldolase(s) (ALDOA) and triosephosphate isomerase(s). DHAP may be used to study cellular glycation stress.
Biochem/physiol Actions
A metabolic intermediate involved in many pathways, including glycolysis and the Calvin cycle.
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.
Preparation Note
Enzymatically prepared.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Disclaimer
Unlike the dimethyl ketal, does not require hydrolysis prior to use as a substrate.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Chiara Fania et al.
PloS one, 12(6), e0179280-e0179280 (2017-06-20)
In the diagnosis of Alzheimer's disease (AD) total tau (T-tau), tau phosphorylated at threonine 181 (P-tau181), and the 42 amino acid isoform of alpha β-amyloid (Aβ) are well established surrogate CSF markers. However, there is a constant need for new
Saheem Ahmad et al.
PloS one, 8(9), e72128-e72128 (2013-09-12)
Non-enzymatic glycation is the addition of free carbonyl group of reducing sugar to the free amino groups of proteins, resulting in the formation of a Schiff base and an Amadori product. Dihydroxyacetone (DHA) is one of the carbonyl species which
Daisuke Takagi et al.
Plant & cell physiology, 55(2), 333-340 (2014-01-11)
Sugar-derived reactive carbonyls (RCs), including methylglyoxal (MG), are aggressive by-products of oxidative stress known to impair the functions of multiple proteins. These advanced glycation end-products accumulate in patients with diabetes mellitus and cause major complications, including arteriosclerosis and cardiac insufficiency.
Xi Luo et al.
Scientific reports, 7(1), 15170-15170 (2017-11-11)
Matrix-assisted laser desorption/ionization (MALDI) mass spectrometry has been widely used for biomolecular analysis. However, with conventional MALDI, it is difficult to analyse low-molecular-weight compounds because of the interference of matrix ion signals. Here, we report a matrix-free on-chip pulse-heating desorption/ionization
Valentina Piano et al.
Biochemical and biophysical research communications, 481(1-2), 51-58 (2016-11-12)
Although the precise functions of ether phospholipids are still poorly understood, significant alterations in their physiological levels are associated either to inherited disorders or to aggressive metastatic cancer. The essential precursor, alkyl-dihydroxyacetone phosphate (DHAP), for all ether phospholipids species is
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