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Merck

D7137

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
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24894082
MDL number:
MFCD00077731
Beilstein/REAXYS Number:
1708891

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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

SMILES string

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

InChI key

QWIKESRFRWLYIA-UHFFFAOYSA-L

biological source

bovine (casein)

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

Quality Level

200

Related Categories

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

A metabolic intermediate involved in many pathways, including glycolysis and the Calvin cycle.
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.

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.

Disclaimer

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000443468
0000443466
0000443466
0000443468
0000439147

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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
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
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
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
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