sn-Glycero-3-phosphocholine 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℃

Flash point:

11 °C

storage temp. 

-20°C

solubility 

DMSO (Slightly, Heated, Sonicated), Methanol (Sparingly), Water (Sparingly)

form 

solid

color 

White to Off-White

Water Solubility 

1000g/L at 25℃

Stability:

Very Hygroscopic

InChI

InChI=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

InChIKey

SUHOQUVVVLNYQR-SBYBRXNCNA-N

SMILES

P([O-])(=O)(OCC[N+](C)(C)C)OC[C@H](O)CO |&1:12,r|

LogP

-5.15 at 25℃

CAS DataBase Reference

28319-77-9(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

• Language:English Provider:Choline glycerophosphate
• Language:English Provider:SigmaAldrich

sn-Glycero-3-phosphocholine Usage And Synthesis

Description

Choline 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 Properties

Choline 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.

Originator

Sandoz; Italfarmaco (Italy)

Uses

sn-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.

Uses

L-α-Glycerophosphorylcholine has been used to rescue choline auxotrophy. It has also been used for the synthesis of glycerophospholipids.

Definition

ChEBI: 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 name

Delecit

General Description

L-α-Glycerophosphorylcholine is a phospholipid, which is a derivative of phosphatidylcholine.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Increases inositol phosphate formation.

Synthesis

10 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%).

sn-Glycero-3-phosphocholine(28319-77-9)Related Product Information

• Choline hydroxide
• Sodium Phosphate Monobasic Monohydrate
• Citiolone
• Trisodium phosphate
• Choline chloride
• Zinc phosphate
• CYCLAZOSIN HYDROCHLORIDE
• Creatine phosphate
• phosphorylcholine
• OLEYLOXYETHYL PHOSPHORYLCHOLINE
• Acetylcholine
• Choline bitartrate
• Ammonium dihydrogen phosphate
• Lecithin
• Ferric phosphate
• Calcium phosphate
• phosphate
• Glycinamide hydrochloride