dilithium(1+) ion 1-hydroxy-3-(phosphonatooxy)propan-2-one

• ChemBase ID: 133333
• Molecular Formular: C3H5Li2O6P
• Molecular Mass: 181.923961
• Monoisotopic Mass: 182.01438361
• SMILES: [Li+].[Li+].C(C(=O)COP(=O)([O-])[O-])O
• Canonical SMILES: OCC(=O)COP(=O)([O-])[O-].[Li+].[Li+]
• InChI: 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
• InChIKey: QWIKESRFRWLYIA-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: dilithium(1+) ion 1-hydroxy-3-(phosphonatooxy)propan-2-one
• IUPAC Traditional name: dilithium(1+) ion dihydroxyacetone phosphate
• Synonyms: 1,3-Dihydroxy-2-propanone 1-phosphate dilithium salt; 1-Hydroxy-3-(phosphonooxy)-2-propanone dilithium salt; DHAP; Dihydroxyacetone phosphate dilithium salt; Dihydroxyacetone phosphate lithium salt

Database IDs

• CAS Number: 102783-56-2
• MDL Number: MFCD00077731
• Beilstein Number: 1708891
• PubChem SID: 24894082; 162227610
• PubChem CID: 16219272

CALCULATED PROPERTIES

• Acid pKa: 1.1902796
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -4.098508
• LogD (pH = 7.4): -5.2087917
• Log P: -1.6517823
• Molar Refractivity: 28.2287 cm^3
• Polarizability: 12.113257 Å^3
• Polar Surface Area: 109.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, clear, faintly yellow

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~95% (enzymatic); ≥93% (enzymatic); ≥95.0% (TLC)
• Impurities: ~0.2 mol % D-glyceraldehyde 3-phosphate; ≤0.2% D-glyceraldehyde-3-phosphate; ≤2% solvent
• Antion Traces: phosphate (PO43-): ~5 mol %
• Empirical Formula (Hill Notation): C3H5Li2O6P; C3H7O6P · xLi+

DETAILS

Sigma Aldrich - D7137

Caution
Unlike the dimethyl ketal, does not require hydrolysis prior to use as a substrate.
包装
10 mg in autosmp vl
Preparation Note
Enzymatically prepared.
Application
Dihydroxyacetone phosphate (DHAP) is used in studies on the effects of fructose metabolism and processes such as glycation on health. DHAP is used in studies involving the metabolism of three-carbon sugar pools and their roles in physiological and physical processes.
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.

Sigma Aldrich - 37442

Analysis Note
may contain up to 2-mol-equivalents water

Sigma Aldrich - 37440

Other Notes
Substrate for the assay of triosephosphate isomerase1
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.