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2-Bromooctadecanoic acid (CAS 142-94-9)

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Alternate Names:
2-Bromostearic acid; Bromonucleic acid
Application:
2-Bromooctadecanoic acid is an inhibitor of fatty acid oxidation
CAS Number:
142-94-9
Purity:
≥97%
Molecular Weight:
363.37
Molecular Formula:
C18H35BrO2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Bromooctadecanoic acid is an inhibitor of fatty acid oxidation and mitochondrial carnitine palmitoyltransferase I (CPT I), which can have several effects on cellular metabolism and energy production. It is used as a reagent in organic synthesis, as a catalyst in polymerization reactions, and as an inhibitor of enzyme activity. For example, it is utilized in the synthesis of surfactants or emulsifiers, as well as polymers, resins, or coatings. It has also been used to study the effects of bromination on the physical and chemical properties of fatty acids. Additionally, 2-Bromooctadecanoic acid can disrupt the formation of lipid membranes, which can lead to changes in cell signaling and other cellular processes.


2-Bromooctadecanoic acid (CAS 142-94-9) References

  1. Breakdown of 2-hydroxylated straight chain fatty acids via peroxisomal 2-hydroxyphytanoyl-CoA lyase: a revised pathway for the alpha-oxidation of straight chain fatty acids.  |  Foulon, V., et al. 2005. J Biol Chem. 280: 9802-12. PMID: 15644336
  2. Drywood termite feeding deterrents in sugar pine and antitermitic activity of related compounds.  |  Scheffrahn, RH. and Rust, MK. 1983. J Chem Ecol. 9: 39-55. PMID: 24408618
  3. Incorporation of ganglioside analogues into fibroblast cell membranes. A spin-label study.  |  Schwarzmann, G., et al. 1983. Biochemistry. 22: 5041-8. PMID: 6315058
  4. Alkane biosynthesis by decarbonylation of aldehydes catalyzed by a particulate preparation from Pisum sativum.  |  Cheesbrough, TM. and Kolattukudy, PE. 1984. Proc Natl Acad Sci U S A. 81: 6613-7. PMID: 6593720
  5. Overcrowding factors of mosquito larvae. 11. Biological activity of 2-halooctadecanoic acids and alkyl 2-halooctadecanoates against mosquito larvae  |  Hwang, Y. S., Navvab-Gojrati, H. A., & Mulla, M. S. 1978. Journal of Agricultural and Food Chemistry. 26(6): 1293-1296.
  6. Volatile components of corn silk (Zea mays L.): Possible Heliothis zea (Boddie) attractants  |  Flath, R. A., Forrey, R. R., John, J. O., & Chan, B. G. 1978. Journal of Agricultural and Food Chemistry. 26(6): 1290-1293.
  7. Synthesis and properties of amphoteric surfactants  |  Gawish, S. M., Hazzaa, A. A. B., Zourab, S., & El-Din Gebril, B. 1981. Journal of the American Oil Chemists' Society. 58(6): 757-760.
  8. Performance of Treated Surfaces Against Western Drywood Termites, 1980  |  Rust, M. K., & Scheffrahn, R. H. 1982. Insecticide and Acaricide Tests. 7(1): 234-235.
  9. On the stereochemistry of 2, 3-dihydroxy fatty acids of fungi sphingolipids. Resolution and configuration analysis of erythro-2, 3-dihydroxyoctadecanoic acid  |  Ahlquist, L., & Pascher, I. 1984. Chemistry and physics of lipids. 35(3): 209-215.
  10. Inhibition of dimerization of copper (II) carboxylates by cyclohexane ring in extraction of copper (II) with cyclohexanecarboxylic acid  |  Yamada, H., It\=, M., & Mizuta, M. 1987. Bulletin of the Chemical Society of Japan. 60(10): 3557-3562.
  11. Structure of 2-N, N-dimethylamino-5-hexadecyl-1, 3-dithiolium-4-thiolate  |  Hjorth, M., Thorup, N., Jørgensen, M., & Bechgaard, K. 1991. Acta Crystallographica Section C: Crystal Structure Communications. 47(7): 1548-1550.
  12. Biological alternatives for termite control: A review.  |  Verma, M., Sharma, S., & Prasad, R. 2009. International Biodeterioration & Biodegradation. 63(8): 959-972.
  13. Toward controlled nucleation: balancing monolayer chemistry with monolayer fluidity  |  Lendrum, C., & McGrath, K. M. 2010. Crystal growth & design. 10(10): 4463-4470.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Bromooctadecanoic acid, 1 g

sc-256100
1 g
$132.00

2-Bromooctadecanoic acid, 2 g

sc-256100A
2 g
$204.00