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D7137

Sigma-Aldrich

Dihydroxyacetone phosphate dilithium salt

≥93% dry basis (enzymatic)

Synonyme(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

Formule empirique (notation de Hill):
C3H5Li2O6P
Numéro CAS:
102783-56-2
Poids moléculaire :
181.92
Numéro Beilstein :
1708891
Numéro MDL:
MFCD00077731
Code UNSPSC :
12352201
ID de substance PubChem :
24894082
Nomenclature NACRES :
NA.25

Source biologique

bovine (casein)

Niveau de qualité

200

Pureté

≥93% dry basis (enzymatic)

Forme

powder

Impuretés

~0.2 mol % D-glyceraldehyde 3-phosphate

Couleur

white

Solubilité

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

Traces d'anions

phosphate (PO43-): ~5 mol %

Traces de cations

Li: 5.5-8.0% (dry basis)

Température de stockage

−20°C

Chaîne 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

Clé InChI

QWIKESRFRWLYIA-UHFFFAOYSA-L

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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.

Actions biochimiques/physiologiques

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.

Attention

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

Notes préparatoires

Enzymatically prepared.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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