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HomeProduct name listsn-Glycero-3-phosphocholine

sn-Glycero-3-phosphocholine

Synonym(s):Choline alphoscerate;Choline Glycerophosphate

  • CAS NO.:28319-77-9
  • Empirical Formula: C8H20NO6P
  • Molecular Weight: 257.22
  • MDL number: MFCD00063544
  • EINECS: 248-962-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-02 14:14:00
sn-Glycero-3-phosphocholine Structural

What is sn-Glycero-3-phosphocholine?

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.

The Uses of sn-Glycero-3-phosphocholine

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.

General Description

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

Biochem/physiol Actions

Increases inositol phosphate formation.

Reactivity

Choline glycerophosphate has been shown to have a high reactivity with ethanolamine, which leads to the formation of an intermediate called gamma-aminobutyric acid (GABA). This reaction occurs at a pH optimum of 5.5-7.5 and reaches its maximum rate at around pH 6.0. The optimum concentration for this reaction is 1 mM, which corresponds to an amount of 0.1 mg/mL in solution. Biological samples containing choline glycerophosphate may be analyzed using surface methodology such as atomic force microscopy or scanning electron microscopy, or by reacting with trifluoroacetic acid to form fluorescent derivatives that can be detected.

Properties of sn-Glycero-3-phosphocholine

Melting point: 142.5-143°
Boiling point: 480℃[at 101 325 Pa]
alpha  D25 -2.7° (c = 2.7 in water, pH 2.5); D25 -2.8° (c = 2.6 in water, pH 5.8)
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
CAS DataBase Reference 28319-77-9(CAS DataBase Reference)

Safety information for sn-Glycero-3-phosphocholine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P273:Avoid release to the environment.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for sn-Glycero-3-phosphocholine

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

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