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D7137

Sigma-Aldrich

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:
102783-56-2
Molecular Weight:
181.92
Beilstein:
1708891
MDL number:
MFCD00077731
UNSPSC Code:
12352201
PubChem Substance ID:
24894082
NACRES:
NA.25

biological source

bovine (casein)

Quality Level

200

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

SMILES string

[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

InChI key

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.

Biochem/physiol Actions

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.

Caution

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D7137-BULK:
D7137-25MG:
D7137-5MG:
D7137-250MG:
D7137-VAR:
D7137-100MG:
D7137-10MG-KC:
D7137-10MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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
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