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Lecithin

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Identification
Molecular formula
C21H46NO4P
CAS number
60-24-2
IUPAC name
[(2S)-3-carboxy-2-hexadecanoyloxy-propyl]-trimethyl-ammonium
State
State
Lecithin is typically found as a viscous liquid or semi-solid paste at room temperature.
Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.15
General information
Molecular weight
168.25g/mol
Molar mass
168.2480g/mol
Density
1.0300g/cm3
Appearence

Lecithin is an oily substance that is usually colorless to amber and has a waxy consistency. When mixed with water, it forms a milky emulsion.

Comment on solubility

Solubility of [(2S)-3-carboxy-2-hexadecanoyloxy-propyl]-trimethyl-ammonium

The solubility characteristics of [(2S)-3-carboxy-2-hexadecanoyloxy-propyl]-trimethyl-ammonium can be quite intriguing due to its unique structure. Here are some key points to consider:

  • Ammonium Group: The presence of the trimethyl-ammonium group suggests that this compound may exhibit good solubility in polar solvents, such as water, due to hydrogen bonding between the ammonium ion and water molecules.
  • Aliphatic Chain: The hexadecanoyloxy group, which is a long-chain fatty acid derivative, is likely to increase hydrophobic interactions, potentially reducing overall solubility in aqueous solutions.
  • pH Dependence: The carboxylic acid group in the structure indicates that the solubility may also be pH-dependent. At physiological pH (around 7.4), the carboxylic group is likely to be deprotonated, which may increase solubility in water.
  • Applications: Such compounds are often used in biological systems as surfactants or as part of drug delivery systems, where understanding solubility is crucial.

In conclusion, while the amphiphilic nature of [(2S)-3-carboxy-2-hexadecanoyloxy-propyl]-trimethyl-ammonium may lead to variable solubility in different environments, its behavior in aqueous solutions is notably influenced by both its ionic and hydrophobic components. As the saying goes, "like dissolves like," making the balance between hydrophilicity and hydrophobicity critical in determining solubility for this compound.

Interesting facts

Interesting Facts about [(2S)-3-carboxy-2-hexadecanoyloxy-propyl]-trimethyl-ammonium

This fascinating compound is a quaternary ammonium salt that plays a significant role in various biochemical processes. Characterized by its unique structure, it consists of a long-chain fatty acid derivative fused with a trimethylammonium group, which imparts both hydrophobic and hydrophilic properties to the molecule. Here are some noteworthy aspects of this compound:

  • Biological Relevance: This compound is particularly interesting because it is often utilized in cell biology as a *cationic surfactant*, helping to facilitate the transport of *nucleic acids* across cell membranes.
  • Applications: Due to its surfactant properties, it is involved in various applications, including *gene therapy*, where it serves as a carrier for DNA and RNA molecules.
  • Research Impact: Scientists are currently exploring its potential in the formulation of *lipid nanoparticles*, which could significantly enhance the delivery of therapeutic agents in clinical settings.
  • Environmental Consideration: Studying the behavior of this compound in aquatic systems is critical, as its surfactant capability can affect *cell membrane integrity* in organisms, highlighting its environmental impact.

As the study of this compound continues, researchers are excited about the *potential innovations* it may bring in fields such as medicine and environmental science. Its role in modulating biological processes underlines the importance of understanding complex chemical interactions in our world.

Synonyms
PALMITOYL-D-CARNITINE CHLORIDE