sn-Glycero-3-phosphocholine

• CAT Number: I002962
• CAS Number: 28319-77-9
• Molecular Formula: C8H20NO6P
• Molecular Weight: 257.2
• Purity: ≥95%
• Synonyms: Glycerophosphocholine;L-α-GPC;L-α-Glycerylphosphorylcholine;sn-glycero-3-PC
• Target: Anti-AD
• Solubility: H2O: ≥ 2.8 mg/mL, DMSO: ＜ 2.9 mg/mL
• Storage: -20°C
• IUPAC Name: [(2R)-2,3-dihydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChI: InChI=1S/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-/m1/s1
• InChIKey: SUHOQUVVVLNYQR-MRVPVSSYSA-N
• SMILES: C[N+](C)(C)CCOP(=O)([O-])OCC(CO)O

L-Alpha glycerylphosphorylcholine（Cat No.:I002962）, commonly known as alpha-GPC or choline alfoscerate, is a naturally occurring choline compound found in the brain and milk. It acts as a precursor to acetylcholine, a neurotransmitter involved in cognitive function. Alpha-GPC is considered a parasympathomimetic, meaning it mimics the effects of the parasympathetic nervous system. This compound has shown potential for the treatment of Alzheimer’s disease and dementia, as it may support cognitive function and memory.

Reference

1:Interaction of curcumin with 1,2-dioctadecanoyl-sn-glycero-3-phosphocholine liposomes: Intercalation of rhamnolipids enhances membrane fluidity, permeability and stability of drug molecule. Moussa Z, Chebl M, Patra D.Colloids Surf B Biointerfaces. 2017 Jan 1;149:30-37. doi: 10.1016/j.colsurfb.2016.10.002. Epub 2016 Oct 3. PMID: 27716529
2:Effect of Sterol Structure on the Physical Properties of 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine Membranes Determined Using (2)H Nuclear Magnetic Resonance. Shaghaghi M, Chen MT, Hsueh YW, Zuckermann MJ, Thewalt JL.Langmuir. 2016 Aug 2;32(30):7654-63. doi: 10.1021/acs.langmuir.6b01401. Epub 2016 Jul 19. PMID: 27341069
3:Phase diagram of a polyunsaturated lipid mixture: Brain sphingomyelin/1-stearoyl-2-docosahexaenoyl-sn-glycero-3-phosphocholine/cholesterol. Konyakhina TM, Feigenson GW.Biochim Biophys Acta. 2016 Jan;1858(1):153-61. doi: 10.1016/j.bbamem.2015.10.016. Epub 2015 Oct 23. PMID: 26525664 Free PMC Article
4:Oxidative Degradation of the Monolayer of 1-Palmitoyl-2-Oleoyl-sn-Glycero-3-Phosphocholine (POPC) in Low-Level Ozone. Qiao L, Ge A, Liang Y, Ye S.J Phys Chem B. 2015 Nov 5;119(44):14188-99. doi: 10.1021/acs.jpcb.5b08985. Epub 2015 Oct 26. PMID: 26463524
5:Effect of Supporting Polyelectrolyte Multilayers and Deposition Conditions on the Formation of 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine/1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine Lipid Bilayers. Wlodek M, Szuwarzynski M, Kolasinska-Sojka M.Langmuir. 2015 Sep 29;31(38):10484-92. doi: 10.1021/acs.langmuir.5b02560. Epub 2015 Sep 14. PMID: 26334376
6:Rapid, one-step fabrication and loading of nanoscale 1,2-distearoyl-sn-glycero-3-phosphocholine liposomes in a simple, double flow-focusing microfluidic device. Tien Sing Young RV, Tabrizian M.Biomicrofluidics. 2015 Jul 1;9(4):046501. doi: 10.1063/1.4926398. eCollection 2015 Jul. PMID: 26180573 Free PMC Article
7:Effects of cholesterol and saturated sphingolipids on acyl chain order in 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine bilayers–a comparative study with phase-selective fluorophores. Engberg O, Nurmi H, Nyholm TK, Slotte JP.Langmuir. 2015 Apr 14;31(14):4255-63. doi: 10.1021/acs.langmuir.5b00403. Epub 2015 Apr 2. PMID: 25806833
8:Synthesis, micellisation and interaction of novel quaternary ammonium compounds derived from l-Phenylalanine with 1,2-dipalmitoyl-sn-glycero-3-phosphocholine as model membrane in relation to their antibacterial activity, and their selectivity over human red blood cells. Joondan N, Caumul P, Akerman M, Jhaumeer-Laulloo S.Bioorg Chem. 2015 Feb;58:117-29. doi: 10.1016/j.bioorg.2015.01.001. Epub 2015 Jan 12. PMID: 25618736
9:Pore formation in 1,2-dimyristoyl-sn-glycero-3-phosphocholine/cholesterol mixed bilayers by low concentrations of antimicrobial peptide melittin. Zhou L, Narsimhan G, Wu X, Du F.Colloids Surf B Biointerfaces. 2014 Nov 1;123:419-28. doi: 10.1016/j.colsurfb.2014.09.037. Epub 2014 Sep 28. PMID: 25306255
10:Development of a high-throughput assay for measuring phospholipase A activity using synthetic 1,2-α-eleostearoyl-sn-glycero-3-phosphocholine coated on microtiter plates. El Alaoui M, Noiriel A, Soulère L, Grand L, Queneau Y, Abousalham A.Anal Chem. 2014 Nov 4;86(21):10576-83. doi: 10.1021/ac502096v. Epub 2014 Oct 13. PMID: 25266374