1-O-Hexadecyl-sn-glycero-3-phosphocholine

Name: 1-O-Hexadecyl-sn-glycero-3-phosphocholine
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Natural Phospholipids
Catalog NO.	BPG-3253
Product Name	1-O-Hexadecyl-sn-glycero-3-phosphocholine
CAS	52691-62-0
Molecular Formula	C24H52NO6P
Molecular Weight	481.65

1-O-Hexadecyl-sn-glycero-3-phosphocholine

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Description	1-O-Hexadecyl-sn-glycero-3-phosphocholine, commonly known as platelet-activating factor precursor (PAF analog), is an ether-linked phosphatidylcholine with a saturated hexadecyl chain at the sn-1 position and a free hydroxyl at sn-2, giving it enhanced chemical and oxidative stability. The ether linkage prevents hydrolysis and promotes tight packing within bilayers while maintaining membrane fluidity. This lipid serves as a biochemical intermediate and as a reference compound in studies of ether lipid biosynthesis and signal transduction. 1-O-Hexadecyl-sn-glycero-3-phosphocholine is also used in biophysical investigations of membrane resistance to oxidation and enzymatic degradation, making it a vital model for ether lipid function and stability in both synthetic and biological systems.
Synonyms	1-hexadecyl-sn-glycero-3-phosphocholine; lysophosphatidylcholine O-16:0/0:0; C16 Lyso PAF; C16 Lyso PAF
IUPAC Name	[(2R)-3-hexadecoxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
SMILES	CCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)O
InChI	InChI=1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3/t24-/m1/s1
InChIKey	VLBPIWYTPAXCFJ-XMMPIXPASA-N
Purity	>99%
Appearance	White Solid
Shelf Life	1 Year
Storage	Store at -20°C
Hygroscopic	Yes
Light Sensitive	No
Percent Composition	C 59.85%, H 10.88%, N 2.91%, O 19.93%, P 6.43%

1-O-Hexadecyl-sn-glycero-3-phosphocholine (HPC), a synthetic phospholipid, finds diverse applications in medical and biochemical research. Here are four key applications of HPC presented with high perplexity and burstiness:

Drug Delivery Systems: Embracing HPC's versatility, researchers harness its amphiphilic properties in crafting liposomes and nanoparticle-based drug delivery systems. These stable vesicles serve as carriers for various therapeutic agents, enhancing their solubility and bioavailability. The integration of HPC in advanced drug delivery platforms heralds a new era of precision-targeted therapies.

Model Membrane Studies: Delving into membrane dynamics, scientists employ HPC to fabricate model membranes that replicate the biophysical characteristics of cellular membranes. This emulation enables in-depth exploration of processes like membrane fusion, permeability, and the impact of diverse drugs or biomolecules on membrane integrity. Such investigations are pivotal for unraveling the intricacies of membrane biology and the actions of membrane-interacting compounds.

Pulmonary Surfactant Replacement: In combating neonatal respiratory distress syndrome (RDS), HPC plays a crucial role as a constituent of synthetic pulmonary surfactants. Administered to premature infants lacking sufficient natural surfactant, HPC-infused formulations mitigate lung surface tension, enhancing breathing and oxygenation. This application stands as a cornerstone in reducing the morbidity and mortality linked to neonatal RDS cases.

Cancer Research: In the realm of oncology, HPC emerges as a fascinating candidate for modulating cell signaling and inducing apoptosis in cancerous cells. Studies indicate that HPC can disrupt lipid metabolism and aberrant signaling pathways prevalent in cancer biology. This renders HPC a promising asset in formulating novel anticancer therapies and unraveling the biochemical intricacies governing cancer cell survival and proliferation.

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