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Choline glycerophosphate

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CAS:28319-77-9
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  • CAS:28319-77-9
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Choline glycerophosphate Basic information
Product Name:Choline glycerophosphate
Synonyms:L-A-GLYCEROPHOSPHOCHOLINE;2-(((2,3-Dihydroxypropoxy)hydroxyphosphinyl)oxy)-N,N,N-trimethylethanaminium inner salt;2,3-Dihydroxypropyl 2-trimethylazaniumylethyl phosphate;L-ALPHA-GLYCERYLPHOSPHORYLCHOLINE(ALPHA-GPC);L-α-Glycerophoshorylchoilne;L-á-Glycerophosphorylcholine (from egg yolk);L-alpha-glycerol phosphorylcholine;L-α-Glycerophosphorylcholine inner salt
CAS:28319-77-9
MF:C8H20NO6P
MW:257.22
EINECS:248-962-2
Product Categories:Smart drug;Activity;Enzyme Substrates;Activity Other;pharmaceutical ingredients;28319-77-9;GPC
Mol File:28319-77-9.mol
Choline glycerophosphate Structure
Choline glycerophosphate Chemical Properties
Melting point 142.5-143°
alpha D25 -2.7° (c = 2.7 in water, pH 2.5); D25 -2.8° (c = 2.6 in water, pH 5.8)
Boiling point 480℃[at 101 325 Pa]
vapor pressure 0Pa at 25℃
Fp 11 °C
storage temp. -20°C
solubility DMSO (Slightly, Heated, Sonicated), Methanol (Sparingly), Water (Sparingly)
form solid
color White to Off-White
biological sourcesoybean
Water Solubility 1000g/L at 25℃
Stability:Very Hygroscopic
InChIInChI=1/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/s3
InChIKeySUHOQUVVVLNYQR-SBYBRXNCNA-N
SMILESP([O-])(=O)(OCC[N+](C)(C)C)OC[C@H](O)CO |&1:12,r|
LogP-5.15 at 25℃
CAS DataBase Reference28319-77-9(CAS DataBase Reference)
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 16-36/37-45-24/25
RIDADR UN 1230 3/PG 2
WGK Germany 2
RTECS KH2775000
HS Code 29239000
MSDS Information
ProviderLanguage
Choline glycerophosphate English
SigmaAldrich English
Choline glycerophosphate Usage And Synthesis
DescriptionCholine alfoscerate is a nootropic reportedly effective in the treatment of age-associated memory impairment. In man, it decreased and prevented scopolamine-induced amnesia. In vitro studies suggest that choline alfoscerate acts indirectly on cholinergic transmission by elevating the synthesis of acetylcholine.
Chemical PropertiesCholine glycerophosphate (GPC) is a white waxy solid that is miscible with water, soluble in methanol and ethanol, and insoluble in chloroform, ether, oil, etc. It has no characteristic absorption under UV visible light. The methods for determining GPC content include high-performance liquid chromatography (equipped with an evaporative light scattering detector or refractive index differential detector) and the digestion phosphorus determination method.
OriginatorSandoz; Italfarmaco (Italy)
Usessn-Glycero-3-phosphocholine (Choline Alfoscerate) is a phospholipid; precursor in choline biosynthesis. sn-Glycero-3-phosphocholine is an intermediate in catabolic pathway of phosphatidylcholine. sn-Glycero-3-phosphocholine is used as an Nootropic.
UsesL-α-Glycerophosphorylcholine has been used to rescue choline auxotrophy. It has also been used for the synthesis of glycerophospholipids.
DefinitionChEBI: Choline alfoscerate is a member of the class of phosphocholines that is the choline ester of sn-glycero-3-phosphate. It is one of the major osmolyte in the renal medullary cells. It has a role as a parasympatholytic, a neuroprotective agent, a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a member of sn-glycerol 3-phosphates and a member of phosphocholines.
Brand nameDelecit
General DescriptionL-α-Glycerophosphorylcholine is a phospholipid, which is a derivative of phosphatidylcholine.
Flammability and ExplosibilityNot classified
Biochem/physiol ActionsIncreases inositol phosphate formation.
Synthesis10 g of phosphorylcholine chloride (1 equivalent, 228 mmol) was dissolved in 200 ml of methanol in a 500 ml three-necked round bottom flask equipped with a thermometer, a reflux condenser and a stirrer. Then, 5.1 g of potassium hydroxide (2 equivalents, 455 mmol) Lt; / RTI & gt; stirred for 1 hour. After warming the reaction to 65 ° C, 10 g of (R) -3-chloro-1,2-propanediol (2 eq, 452 mmol) was added slowly and refluxed for 16 hours to carry out the substitution reaction. After completion of the reaction, 10 ml of water was added to the concentrate obtained by concentration under reduced pressure, and the reaction product was diluted with acetone twice. The aqueous layer was concentrated under reduced pressure to obtain 11.60 g of L-α-glycerophosphorylcholine (sn-Glycero-3-phosphocholine; yield: 99%).
Tag:Choline glycerophosphate(28319-77-9) Related Product Information
Choline hydroxide Sodium Phosphate Monobasic Monohydrate Citiolone Trisodium phosphate CYCLAZOSIN HYDROCHLORIDE Creatine phosphate Choline chloride Zinc phosphate phosphorylcholine OLEYLOXYETHYL PHOSPHORYLCHOLINE Acetylcholine Choline bitartrate Ammonium dihydrogen phosphate Lecithin Ferric phosphate Calcium phosphate phosphate Glycinamide hydrochloride

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