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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)

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Consulter la Bibliothèque de documents

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
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
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
Sebastien Elis et al.
Journal of ovarian research, 10(1), 74-74 (2017-11-11)
Supplementation of bovine oocyte-cumulus complexes during in vitro maturation (IVM) with 1 μM of docosahexaenoic acid (DHA), C22:6 n-3 polyunsaturated fatty acid, was reported to improve in vitro embryo development. The objective of this paper was to decipher the mechanisms of
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