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Alpha GPC (L-Alpha glycerylphosphorylcholine, CAS 28319-77-9) is supplied by Rexar as a research-grade chemical reference material for analytical chemistry, structural verification and laboratory comparison workflows. This phosphorylated choline derivative is provided exclusively for controlled research environments requiring verified chemical identity, reproducible analytical characteristics and documented reference consistency.
Alpha GPC is available directly through the Rexar webshop and is supplied in sealed laboratory packaging for distribution within the European Union.
Rexar Technical Compound Datasheet (PDF)
Alpha GPC is a glycerophosphorylcholine compound composed of a glycerol backbone esterified to a phosphate group, which in turn is linked to a choline moiety. The molecule combines a polyol fragment (glycerol), a phosphate ester linkage and a quaternary ammonium group within a compact and highly polar structure.
The molecular formula C8H20NO6P and molecular weight of 257.22 g/mol reflect the presence of multiple oxygen atoms and a phosphorus atom forming the central phosphate group. This composition contributes to strong hydrophilic characteristics and defined ionic behavior in aqueous systems.
Alpha GPC contains a permanently positively charged quaternary ammonium group (trimethylazaniumyl) and a negatively charged phosphate moiety. As a result, the molecule exhibits zwitterionic behavior under physiological pH conditions.
This dual charge distribution influences solubility, chromatographic retention and electrophoretic mobility. Zwitterionic compounds often display distinct interactions with polar stationary phases and ion-exchange systems.
The phosphate group forms a phosphodiester linkage between glycerol and choline. Phosphorylated compounds typically display characteristic infrared absorption bands associated with P=O stretching and P–O–C linkages.
In NMR spectroscopy, phosphorus-containing compounds may be further characterized using ³¹P NMR, providing an additional analytical dimension beyond standard proton and carbon spectra.
The glycerol component contains two hydroxyl groups contributing to hydrogen bonding potential and aqueous solubility. These hydroxyl groups may participate in intermolecular interactions during crystallization or in solution.
The stereochemical designation “L-Alpha” refers to the configuration of the glycerol-derived structure. Structural integrity can be assessed through stereochemical analysis in advanced laboratory settings.
The trimethylammonium group present in Alpha GPC carries a permanent positive charge independent of pH. This characteristic distinguishes it from tertiary amines, which can undergo protonation-deprotonation equilibria.
The fixed cationic center influences chromatographic separation, particularly in hydrophilic interaction liquid chromatography (HILIC) systems or ion-exchange methodologies.
The molecular ion corresponds to 257.22 g/mol. Fragmentation pathways may involve cleavage of the phosphate ester linkage or loss of trimethylamine fragments under specific ionization conditions.
High-resolution mass spectrometry (HRMS) confirms elemental composition and supports structural verification using exact mass measurement.
Infrared spectroscopy may reveal characteristic absorption bands for phosphate groups (P=O stretching), hydroxyl groups (O–H stretching) and C–N bonds associated with the quaternary ammonium structure.
Proton NMR differentiates methyl groups attached to nitrogen from glycerol methylene protons. Carbon NMR confirms carbonyl-free but oxygen-rich carbon environments consistent with phosphate ester structures.
Phosphorus-31 NMR provides direct confirmation of the phosphate center and is often used in the characterization of phosphorylated compounds.
Due to its polar and zwitterionic nature, Alpha GPC typically demonstrates limited retention in reversed-phase systems unless ion-pairing reagents are used. Hydrophilic interaction chromatography (HILIC) may provide improved retention and peak shape.
Mobile phase pH and ionic strength significantly influence retention time and peak symmetry. Buffered systems are commonly employed to maintain reproducibility during method validation.
Alpha GPC exhibits high solubility in water due to its ionic character. Organic solvent compatibility may vary depending on polarity and hydrogen bonding capacity.
During analytical preparation, avoidance of extreme pH conditions supports long-term structural stability.
In comparative studies, Alpha GPC can be differentiated from other choline derivatives by its glycerophosphate linkage and molecular weight. The absence of aromatic systems distinguishes it from many small organic reference compounds.
The presence of a phosphorus atom provides an additional analytical handle for structural verification and elemental confirmation.
Alpha GPC is typically supplied as a white to off-white powder. Due to its hygroscopic potential, controlled humidity storage conditions are recommended to maintain consistent physical characteristics.
Crystallinity and moisture content may influence handling properties and should be managed within laboratory storage protocols.
As a research-grade chemical reference material, Alpha GPC is labeled with its unique CAS number 28319-77-9 and associated molecular identifiers. Sealed packaging and batch identification support laboratory traceability and documentation consistency.
What is the CAS number of Alpha GPC?
The CAS number of Alpha GPC is 28319-77-9.
What structural feature defines Alpha GPC?
Alpha GPC contains a glycerol backbone linked to a phosphate group and a quaternary ammonium choline moiety.
In which form is Alpha GPC supplied?
This product is supplied as a white to off-white powder in sealed laboratory packaging.
Is this product intended for human or animal use?
No. This material is supplied exclusively as a laboratory reference compound.
Is Alpha GPC available for shipment within the EU?
Yes. Orders are supplied through the Rexar webshop in sealed laboratory packaging.
Due to its zwitterionic structure, Alpha GPC demonstrates distinct ionic interaction characteristics in aqueous systems. The quaternary ammonium group maintains a permanent positive charge, while the phosphate moiety provides a negatively charged center. This dual-charge configuration influences intermolecular association, hydrogen bonding networks and solvent shell formation.
In chromatographic systems, such ionic behavior may alter retention depending on stationary phase polarity and mobile phase ionic strength. Ion-pairing agents can further modify retention dynamics when required for separation protocols.
The presence of a phosphorus atom enables direct detection using ³¹P NMR spectroscopy. This technique provides a highly specific analytical handle not available in non-phosphorylated small molecules.
Phosphorus resonance chemical shifts can be monitored to confirm structural integrity and to evaluate potential hydrolytic degradation under stress testing conditions.
The glycerol hydroxyl groups and phosphate oxygen atoms create multiple hydrogen bond donor and acceptor sites. In aqueous solution, these sites contribute to extensive hydration shell formation.
Such hydrogen bonding networks may influence viscosity, solubility limits and crystallization behavior during solid-state processing.
As a zwitterionic compound, Alpha GPC may exhibit defined electrophoretic mobility characteristics depending on pH and ionic environment. Capillary electrophoresis methods can be used to evaluate migration patterns relative to other choline derivatives.
The balance between the cationic ammonium group and the anionic phosphate group determines overall charge neutrality and migration behavior.
Compounds containing phosphate groups may display hygroscopic tendencies under elevated humidity conditions. Controlled storage in low-humidity environments supports consistent physical properties.
Moisture content analysis can be performed using Karl Fischer titration to ensure reproducible laboratory performance.
Within the broader class of choline-related reference materials, Alpha GPC occupies a distinct position due to its glycerophosphate linkage. Unlike simple choline salts, the presence of a phosphate ester alters polarity and structural flexibility.
These differences generate measurable variations in chromatographic retention and spectroscopic response when compared to non-phosphorylated analogues.
Differential scanning calorimetry (DSC) may be applied to evaluate melting transitions and potential polymorphic behavior. Stable thermal transitions support reproducibility during long-term storage.
Avoidance of excessive heat exposure minimizes risk of ester cleavage or structural alteration.
This product is intended for laboratory research use only. It is not intended for human or animal consumption, nor for medical, diagnostic, or therapeutic applications.
| Intended use: | Laboratory research and analytical reference purposes only |
| Application area: | Analytical chemistry, reference comparison and method development |
| End user: | Professional users in controlled research environments |
| Regulatory classification: | Chemical reference material |
