17-Octadecynoic acid

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17-Octadecynoic acid (17-ODYA) is a synthetic fatty acid with the chemical formula C₁₈H₃₂O₂. It is characterized by the presence of a terminal alkyne group at the 17th carbon position. This compound is of significant interest in biochemical research due to its role as an inhibitor of certain enzymes and its utility in studying fatty acid metabolism.

Structure and Properties[edit | edit source]

17-Octadecynoic acid is a long-chain fatty acid with a triple bond between the 17th and 18th carbon atoms. This acetylenic bond imparts unique chemical properties, making it a useful tool in biochemical assays. The presence of the alkyne group allows for specific interactions with enzymes that recognize unsaturated fatty acids.

Biological Activity[edit | edit source]

17-ODYA is known to inhibit the activity of cytochrome P450 enzymes, particularly those involved in the metabolism of arachidonic acid. It is also used to study the function of fatty acid desaturase enzymes, which are responsible for introducing double bonds into fatty acid chains. By inhibiting these enzymes, 17-ODYA can alter the synthesis of important signaling molecules such as eicosanoids.

Applications in Research[edit | edit source]

In research settings, 17-Octadecynoic acid is employed to:

  • Investigate the role of cytochrome P450 enzymes in drug metabolism and the biosynthesis of signaling molecules.
  • Study the pathways of fatty acid metabolism and the regulation of lipid biosynthesis.
  • Explore the effects of enzyme inhibition on cellular processes and disease states.

Synthesis[edit | edit source]

The synthesis of 17-Octadecynoic acid typically involves the alkylation of a terminal alkyne with a suitable fatty acid precursor. This process requires careful control of reaction conditions to ensure the selective formation of the desired acetylenic bond.

Safety and Handling[edit | edit source]

As with many synthetic chemicals, appropriate safety precautions should be taken when handling 17-Octadecynoic acid. It should be stored in a cool, dry place and handled with protective equipment to prevent skin contact and inhalation.

Also see[edit | edit source]


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Contributors: Prab R. Tumpati, MD