Skip to main content

Dimyristoylphosphatidylcholine

ADVERTISEMENT
Identification
Molecular formula
C36H72NO8P
CAS number
18194-24-6
IUPAC name
2-[2,3-di(tetradecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium
State
State

Dimyristoylphosphatidylcholine is a solid at room temperature. It is typically used in the formation of lipid bilayers and liposomes for research purposes. Its physical state may transition easily when exposed to temperatures above its melting point, particularly in biological and laboratory settings.

Melting point (Celsius)
23.50
Melting point (Kelvin)
296.65
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
677.93g/mol
Molar mass
677.9300g/mol
Density
1.0000g/cm3
Appearence

Dimyristoylphosphatidylcholine (DMPC) appears as a white to off-white crystalline powder or waxy solid. It is hygroscopic and may absorb moisture from the air. The compound can form liposomes when dispersed in aqueous media, often taking on a turbid appearance when in suspension.

Comment on solubility

Solubility of 2-[2,3-di(tetradecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium

The solubility of 2-[2,3-di(tetradecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium is significantly influenced by the nature of its molecular structure. Its unique composition includes long-chain fatty acid derivatives, which can greatly affect its overall solubility characteristics.

Factors Affecting Solubility

  • Hydrophobic and Hydrophilic Regions: The presence of long hydrocarbon chains (tetradecanoyloxy groups) contributes to a hydrophobic character, which typically decreases solubility in polar solvents.
  • Ionic Nature: The trimethylammonium group imparts a positive charge, enhancing solubility in polar solvents such as water due to electrostatic interactions.
  • Concentration: At varying concentrations, the solubility can change due to the balance between hydrophobic and hydrophilic interactions.

The solubility of this compound is often characterized as:

  1. Good solubility in water when ionized.
  2. Poor solubility in non-polar solvents due to hydrophobic hydrocarbon chains.

In summary, the solubility of 2-[2,3-di(tetradecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium is a complex interplay between hydrophilic and hydrophobic influences, rendering it versatile for different chemical environments.

Interesting facts

Exploring 2-[2,3-di(tetradecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium

The compound 2-[2,3-di(tetradecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium is a fascinating member of the phospholipid-like compounds that are often utilized in biological and chemical studies. This compound displays unique properties that make it a subject of interest in various fields, particularly in pharmaceuticals and biochemistry.

Unique Characteristics

  • Amphiphilic Nature: Its molecular structure features both hydrophilic (water-attracting) and hydrophobic (water-repelling) regions, making it a notable amphiphile. This property is crucial for the formation of lipid bilayers, an essential component of cell membranes.
  • Phosphoryl Group: The presence of a phosphoryl group introduces significant chemical reactivity, which plays a role in biochemical signaling pathways within cells.
  • Biocompatibility: Compounds like this can be designed to mimic natural cell membrane components, potentially leading to advancements in drug delivery systems and targeted therapies.

Applications in Research

Due to its ability to influence cellular interactions, this compound serves as a valuable tool in the following areas:

  • Drug Delivery: It can aid in encapsulating drugs for more effective delivery to specific cells or tissues.
  • Membrane Studies: Researchers study this compound to understand membrane dynamics and the interactions between different lipid species.
  • Nanocarriers: Its structure holds promise for the development of nanocarriers that can transport therapeutic agents effectively across cellular barriers.

In summary, 2-[2,3-di(tetradecanoyloxy)propoxy-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium stands at the intersection of chemistry and biology, highlighting the importance of chemical design in developing new technologies to improve human health. As the field of chemical biology continues to evolve, compounds like this will undoubtedly play a crucial role in shaping the future of medical therapies.

Synonyms
DMPC;L-beta,gamma-Dimyristoyl-alpha-lecithin
SCHEMBL10140177