Methyl cis-9,10-methyleneoctadecanoate

CATALOG # 1823
Amount 25 mg
Price $300.00
Qty
 
Methyl dihydrosterculate
  • Catalog #:1823
  • Scientific Name:Methyl cis-9,10-methyleneoctadecanoate
  • Common Name:Methyl dihydrosterculate
  • Empirical Formula:C20H38O2
  • CAS#3971-54-8
  • SDSView Safety Data Sheet
  • Data Sheet:View Data Sheet
  • Formula Weight:310
  • Unit:25 mg
  • Solvent:none
  • Source:synthetic
  • Purity:98+%
  • Analytical Methods:TLC, GC, identity confirmed by MS
  • Solubility:chloroform, ethanol, methanol, hexane
  • Physical Appearance:liquid
  • Storage:-20°C
  • Dry Ice:No
  • Hazardous:No
  • Literature References:Application Notes:

    The fatty acid of this cyclopropanoid fatty acid methyl ester is a major constituent of some seed oils and also occurs in some bacterial membranes but is not synthesized or used by humans.1 Dihydrosterculic acid is a major constituent of the phospholipids of many trypanosomatid flagellates including some pathogenic species. 10-thiastearic acid has been found to be a potent inhibitor of dihydrosterculic acid synthesis and has been used as a therapeutic drug against these organisms.2 The enzyme sadenosylmethionine donates a methylene group to oleic acid in the sn-1 position of phosphatidylethanolamine to form dihydrosterculic acid. Dihydrosterculic acid is further desaturated to sterculic acid by cyclopropane desaturase.

    References:
    1. G. Knothe “NMR Characterization of Dihydrosterculic Acid and Its Methyl Ester” Lipids, Vol. 41(4) pp. 393-396, 2006
    2. R. Pascal, Jr, S. Mannarelli, D. Ziering “10-Thiastearic acid inhibits both dihydrosterculic acid biosynthesis and growth of the protozoan Crithidia fasciculate” The Journal of Biological Chemistry, Vol. 261 pp. 12441-12443, 1986