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1,2-Di-O-Tetradecyl-sn-Glycero-3-Phosphatidylcholine

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Category	Lipids For Bicelle Formation
Catalog NO.	BPG-3106
Product Name	1,2-Di-O-Tetradecyl-sn-Glycero-3-Phosphatidylcholine
CAS	36314-48-4
Molecular Formula	C36H76NO6P
Molecular Weight	649.96

1,2-Di-O-Tetradecyl-sn-Glycero-3-Phosphatidylcholine

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Product Information

Description	14-O-PC is a glycerophospholipid having two tetradecyl chains attached to the sn-1 and sn-2 positions of the glycerol backbone by ether bonds. It has choline as the alcohol moiety, attached to the phosphate group.
Synonyms	14-O-PC; 1,2-di-O-tetradecyl-sn-glycero-3-phosphocholine; Glycerol-3-sn-phosphorylcholine 1,2-bis(tetradecyl ether)
IUPAC Name	[(2R)-2,3-di(tetradecoxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
Canonical SMILES	CCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)OCCCCCCCCCCCCCC
InChI	InChI=1S/C36H76NO6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-31-40-34-36(35-43-44(38,39)42-33-30-37(3,4)5)41-32-29-27-25-23-21-19-17-15-13-11-9-7-2/h36H,6-35H2,1-5H3/t36-/m1/s1
InChIKey	DAYFLFDXFQCPCQ-PSXMRANNSA-N
Purity	>98%
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	649.541
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 66.52%, H 11.79%, N 2.15%, O 14.77%, P 4.77%

12-Di-O-Tetradecyl-sn-Glycero-3-Phosphatidylcholine, known as DTPC, is a synthetic phospholipid with diverse applications in scientific and industrial settings. Explore four key applications of DTPC, expressed with a high degree of perplexity and burstiness:

Liposomal Drug Delivery: Utilizing DTPC, scientists craft liposomes for advanced drug delivery systems. These nanocarriers encapsulate therapeutic compounds, shielding them from degradation and facilitating precise delivery to targeted cells or tissues. Such precision plays a pivotal role in augmenting drug effectiveness and mitigating adverse reactions, especially in the context of chemotherapy and other sensitive pharmaceutical interventions.

Cell Membrane Research: Delving into the intricacies of cell membranes, DTPC serves as a fundamental tool for investigating membrane architecture and dynamics. By integrating DTPC into artificial bilayers, researchers dive into lipid dynamics, membrane flexibility, and protein-lipid interactions, unlocking profound insights into cellular functions and fostering the creation of novel biomimetic materials.

Vaccine Adjuvants: Within vaccine development, DTPC emerges as a key component in enhancing immune responses as a vaccine adjuvant. Through its incorporation into vaccine formulations, DTPC amplifies the effectiveness of vaccines, particularly crucial in tackling resilient pathogens and augmenting the potency of existing vaccine regimens. This application underscores the critical role DTPC plays in advancing immunization strategies.

Nanotechnology: In the realm of nanotechnology, DTPC plays a pivotal role in crafting stable nanoscale structures like lipid nanoparticles and nanodiscs. These structures find diverse applications in drug delivery, diagnostic imaging, and membrane protein research. The adaptability and resilience of DTPC-based nanostructures render them indispensable in both research pursuits and industrial applications, showcasing their versatility and impact in the nanotechnology landscape.

References

1. Pérez HA, Cejas JP, Rosa AS, Giménez RE, Disalvo EA, Frías MA. Modulation of Interfacial Hydration by Carbonyl Groups in Lipid Membranes. Langmuir. 2020 Mar 17;36(10):2644-2653. doi: 10.1021/acs.langmuir.9b03551. Epub 2020 Mar 2. PMID: 32073276. PubMed ID: 32073276.
2. Rosa AS, Cejas JP, Disalvo EA, Frías MA. Correlation between the hydration of acyl chains and phosphate groups in lipid bilayers: Effect of phase state, head group, chain length, double bonds and carbonyl groups. Biochim Biophys Acta Biomembr. 2019 Mar 26;1861(6):1197-1203. doi: 10.1016/j.bbamem.2019.03.018. [Epub ahead of print]...PubMed ID: 30926364.

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