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gamma-Linolenic acid (GLA)

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Identification
Molecular formula
C18H30O2
CAS number
506-26-3
IUPAC name
2-(octadeca-9,12-dienoylamino)acetic acid
State
State

At room temperature, gamma-linolenic acid (GLA) is in a liquid state, characterized by a slightly viscous texture, like many other fatty acids. It remains stable as a liquid across a wide range of temperatures below its melting point.

Melting point (Celsius)
-11.00
Melting point (Kelvin)
262.15
Boiling point (Celsius)
322.00
Boiling point (Kelvin)
595.15
General information
Molecular weight
278.43g/mol
Molar mass
278.4290g/mol
Density
0.9020g/cm3
Appearence

Gamma-linolenic acid (GLA) is typically a colorless to pale yellow oily liquid. It is not very volatile and has an oily consistency.

Comment on solubility

Solubility of 2-(octadeca-9,12-dienoylamino)acetic acid

The solubility of 2-(octadeca-9,12-dienoylamino)acetic acid (C18H30O2) can be influenced by its structural features and the characteristics of the solvent. This compound is a fatty acid derivative, and its behavior in different solvents may vary significantly.

Key Points to Consider:

  • Polar vs. Non-Polar Solvents: As a long-chain fatty acid, this compound is expected to exhibit higher solubility in non-polar solvents due to its hydrophobic alkyl chains.
  • Water Solubility: Due to its hydrophobic nature, the solubility in water is likely to be quite low. The presence of the amino and carboxylic groups can enhance solubility to some extent, but overall, it remains limited.
  • Temperature Dependence: Increasing the temperature may improve solubility, particularly in organic solvents, potentially enhancing the interaction between the compound and the solvent.

In summary, 2-(octadeca-9,12-dienoylamino)acetic acid exhibits:

  1. Higher solubility in non-polar organic solvents.
  2. Limited solubility in water due to its long hydrophobic tail.
  3. Temperature-dependent solubility characteristics.

This intricate balance between hydrophobicity and hydrophilicity plays a key role in predicting the solubility behavior of this compound in various environments. Understanding these factors is essential for applications in pharmaceuticals, biochemistry, and materials science.

Interesting facts

Interesting Facts About 2-(octadeca-9,12-dienoylamino)acetic acid

2-(octadeca-9,12-dienoylamino)acetic acid is a compound that piques the interest of many chemists and biochemists alike due to its unique structure and potential applications. Here are some engaging aspects of this fascinating compound:

  • Amphiphilic Properties: This compound exhibits amphiphilic characteristics, meaning it has both hydrophilic (water-attracting) and hydrophobic (water-repelling) portions. This trait is particularly important in the formation of lipid bilayers and micelles, which are fundamental to cellular biology.
  • Bioconjugation: 2-(octadeca-9,12-dienoylamino)acetic acid is often used in bioconjugation processes. It can serve as a linker in the attachment of biomolecules to various surfaces, aiding in the development of drug delivery systems and targeted therapies.
  • Omega-3 Fatty Acid Link: The octadeca-9,12-dienoic portion of the name indicates a connection to omega-3 fatty acids, which are known for their myriad of health benefits. This suggests potential applications in the development of supplements or functional foods that leverage these benefits.
  • Research Applications: Ongoing research explores the roles that structurally similar compounds can play in cancer treatment and inflammation modulation. The compound's conjugation capabilities make it an interesting candidate for further exploration in these fields.
  • Chemical Versatility: The presence of the amino acid structure enables this compound to participate in various chemical reactions, including peptide bond formation, opening pathways for novel synthetic applications.

In summary, the remarkable attributes of 2-(octadeca-9,12-dienoylamino)acetic acid not only underscore its importance in scientific research but also its potential in practical applications, making it a compound of significant interest in the fields of chemistry, biochemistry, and medicinal science.

Synonyms
CBiol_001841
KBioGR_000166
KBioSS_000166
KBio2_000166
KBio2_002734
KBio2_005302
KBio3_000331
KBio3_000332
Bio1_000127
Bio1_000616
Bio1_001105
Bio2_000166
Bio2_000646
2-(1-oxooctadeca-9,12-dienylamino)acetic acid
Q27165050