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Merck

D7137

Sigma-Aldrich

Dihydroxyacetone phosphate dilithium salt

≥93% dry basis (enzymatic)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C3H5Li2O6P
Número de CAS:
Peso molecular:
181.92
Beilstein:
1708891
Número MDL:
Código UNSPSC:
12352201
ID de la sustancia en PubChem:
NACRES:
NA.25

origen biológico

bovine (casein)

Nivel de calidad

Análisis

≥93% dry basis (enzymatic)

formulario

powder

impurezas

~0.2 mol % D-glyceraldehyde 3-phosphate

color

white

solubilidad

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

trazas de anión

phosphate (PO43-): ~5 mol %

trazas de catión

Li: 5.5-8.0% (dry basis)

temp. de almacenamiento

−20°C

cadena SMILES

[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

Clave InChI

QWIKESRFRWLYIA-UHFFFAOYSA-L

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Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Precaución

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

Nota de preparación

Enzymatically prepared.

Otras notas

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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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
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
Baek-Rock Oh et al.
Microbial cell factories, 17(1), 92-92 (2018-06-17)
1,3-Propanediol (1,3-PDO) is important building blocks for the bio-based chemical industry, Klebsiella pneumoniae can be an attractive candidate for their production. However, 1,3-PDO production is high but productivity is generally low by K. pneumoniae. In this study, repeated fed-batch cultivation

Artículos

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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