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D7137

Sigma-Aldrich

Dihydroxyacetone phosphate dilithium salt

≥93% (enzymatic)

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Synonym(s):
1,3-Dihydroxy-2-propanone 1-phosphate dilithium salt, 1-Hydroxy-3-(phosphonooxy)-2-propanone dilithium salt, DHAP
Empirical Formula (Hill Notation):
C3H5Li2O6P
CAS Number:
102783-56-2
Molecular Weight:
181.92
Beilstein:
1708891
MDL number:
MFCD00077731
PubChem Substance ID:
24894082
NACRES:
NA.25

biological source

bovine (casein)

Quality Level

200

Assay

≥93% (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 %

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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This Item
D925018629D7409
Dihydroxyacetone phosphate dilithium salt ≥93% (enzymatic)

Sigma-Aldrich

D7137

Dihydroxyacetone phosphate dilithium salt

2′-Deoxyguanosine 5′-diphosphate sodium salt ≥90% (HPLC)

Sigma-Aldrich

D9250

2′-Deoxyguanosine 5′-diphosphate sodium salt

Isopentenyl phosphate dilithium salt ≥95.0% (TLC)

Sigma-Aldrich

18629

Isopentenyl phosphate dilithium salt

2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt ≥90% (HPLC)

Sigma-Aldrich

D7409

2′,3′-Dideoxyguanosine 5′-triphosphate sodium salt

assay

≥93% (enzymatic)

assay

≥90% (HPLC)

assay

≥95.0% (TLC)

assay

≥90% (HPLC)

form

powder

form

powder

form

-

form

powder

impurities

~0.2 mol % D-glyceraldehyde 3-phosphate

impurities

-

impurities

≤10.0% water

impurities

-

solubility

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

solubility

water: 50 mg/mL, clear, colorless

solubility

-

solubility

water: 5 mg/mL, clear, colorless

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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.

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

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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
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
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
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.
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