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D7137

Sigma-Aldrich

Dihydroxyacetone phosphate dilithium salt

≥93% dry basis (enzymatic)

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C3H5Li2O6P
Numero CAS:
Peso molecolare:
181.92
Beilstein:
1708891
Numero MDL:
Codice UNSPSC:
12352201
ID PubChem:
NACRES:
NA.25

Origine biologica

bovine (casein)

Livello qualitativo

Saggio

≥93% dry basis (enzymatic)

Forma fisica

powder

Impurezze

~0.2 mol % D-glyceraldehyde 3-phosphate

Colore

white

Solubilità

soluble 50mg plus 1ml of H2O, clear, colorless to faintly yellow

Anioni in tracce

phosphate (PO43-): ~5 mol %

Cationi in tracce

Li: 5.5-8.0% (dry basis)

Temperatura di conservazione

−20°C

Stringa SMILE

[Li+].[Li+].OCC(=O)COP([O-])([O-])=O

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
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Applicazioni

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.

Azioni biochim/fisiol

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.

Avvertenza

Unlike the dimethyl ketal, does not require hydrolysis prior to use as a substrate.

Nota sulla preparazione

Enzymatically prepared.

Altre note

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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M Merced Malabanan et al.
Journal of the American Chemical Society, 133(41), 16428-16431 (2011-09-24)
The L232A mutation in triosephosphate isomerase (TIM) from Trypanosoma brucei brucei results in a small 6-fold decrease in k(cat)/K(m) for the reversible enzyme-catalyzed isomerization of glyceraldehyde 3-phosphate to give dihydroxyacetone phosphate. In contrast, this mutation leads to a 17-fold increase
Hong-Yan Zhao et al.
BMC biotechnology, 18(1), 34-34 (2018-06-03)
Mesophilic alkaline serine proteases from various bacteria have been commercially applied in a range of industries owing to their high catalytic efficiency and wide substrate specificity. However, these proteases have an optimal catalytic temperature of approximately 50 °C, and their activity
Virginia De Cesare et al.
Cell chemical biology, 25(9), 1117-1127 (2018-07-19)
Due to their role in many diseases, enzymes of the ubiquitin system have recently become interesting drug targets. Despite efforts, primary screenings of compound libraries targeting E2 enzymes and E3 ligases have been strongly limited by the lack of robust
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
Nasser M Al-Daghri et al.
Scientific reports, 7(1), 12633-12633 (2017-10-05)
Obesity is a pathological condition caused by genetic and environmental factors, including vitamin D deficiency, which increases the risk of developing cardiovascular disorders and diabetes. This case-control study was designed to verify whether serum profiles could be identified differentiating obese

Articoli

Learn about monosaccharide biosynthesis and the metabolism of monosaccharides. A unit of a carbohydrate and the simplest form of a sugar, a monosaccharide cannot be hydrolyzed into a simpler compound.

We presents an article about the Warburg effect, and how it is the enhanced conversion of glucose to lactate observed in tumor cells, even in the presence of normal levels of oxygen. Otto Heinrich Warburg demonstrated in 1924 that cancer cells show an increased dependence on glycolysis to meet their energy needs, regardless of whether they were well-oxygenated or not.

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