Myristoleic acid (544-64-9)

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Suppliers

• Sigma-Aldrich - Myristoleic acid
  123.50 - 650.00 USD
• Fisher Scientific - Search for Myristoleic acid
• TCI - Search for Myristoleic acid

Most-cited Publications

• Myristoleic acid, a cytotoxic component in the extract from Serenoa repens, induces apoptosis and necrosis in human prostatic LNCaP cells (The Prostate, 2001)
• Is Hydrogen Tunneling Involved in AcylCoA Desaturase Reactions? The Case of a 9 Desaturase That Transforms (E)11Tetradecenoic Acid into (Z,E)9,11Tetradecadienoic Acid (Angewandte Chemie, 2000)
• Biosynthesis of the pyoverdine siderophore of Pseudomonas aeruginosa involves precursors with a myristic or a myristoleic acid chain (FEBS Letters, 2012)
• Growth suppression of hamster flank organs by topical application of catechins, alizarin, curcumin, and myristoleic acid. (Archives of Dermatological Research, 2001)
• Measurements of Binary Diffusion Coefficients, Retention Factors and Partial Molar Volumes for Myristoleic Acid and Its Methyl Ester in Supercritical Carbon Dioxide (Analytical Sciences, 2006)
• Stereospecificity of the (Z)-9 desaturase that converts (E)-11-tetradecenoic acid into (Z,E)-9,11-tetradecadienoic acid in the biosynthesis of Spodoptera littoralis sex pheromone (Insect Biochemistry and Molecular Biology, 2001)

Safety

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Alternate Names

• 9-tetradecenoic acid
• SMILES
  CCCCC=CCCCCCCCC(=O)O
• InChIKey
  YWWVWXASSLXJHU-UHFFFAOYSA-N

External Links

• Pubchem - Myristoleic acid
• Wikipedia - myristoleic acid
  Myristoleic acid, or 9-tetradecenoic acid, is an omega-5 fatty acid. It is biosynthesized from myristic acid by the enzyme Stearoyl-CoA desaturase-1, but it is uncommon in nature. One of the major sources of this fatty acid is the seed oil from plants of the family Myristicaceae, comprising up to 30 per cent of the oil in some species.

Synthesis

PENTANAL  +  9-Chlorononanoic acid (Wittig)

9-Decenoic acid  +  1-Chlorobutane (Heck terminal vinyl)

Synthesis of Myristoleic acid ›

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Myristoleic acid

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