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Methyl pristanate (CAS 1001-80-5)

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Alternate Names:
Methyl 2,6,10,14-Tetramethylpentadecanoate
CAS Number:
1001-80-5
Molecular Weight:
312.53
Molecular Formula:
C20H40O2
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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Methyl pristanate, registered under the CAS number 1001-80-5, is the methyl ester of pristanic acid, a branched-chain fatty acid derived from phytol, an acyclic diterpene alcohol. Notably, pristanic acid itself is a metabolite of phytanic acid, another branched-chain fatty acid, through the process of alpha-oxidation. Methyl pristanate, due to its methyl ester group, exhibits different solubility and reactivity characteristics compared to its parent acid. This compound is particularly significant in research focused on the biophysical properties of fatty acids and their derivatives. Its branched structure influences the way it interacts with and integrates into lipid bilayers, affecting membrane fluidity and permeability. These properties make methyl pristanate a valuable tool in studying membrane dynamics and the effects of branched-chain fatty acids on cellular lipid compositions. In the realm of synthetic organic chemistry, methyl pristanate is utilized as a building block for complex molecule synthesis, serving as a precursor in the synthesis of various bioactive molecules and polymers. Its unique structure also facilitates the study of oxidative stability and reaction kinetics in branched-chain fatty esters, providing insights into their degradation mechanisms and potential industrial applications, such as in biodegradable materials and specialty lubricants.


Methyl pristanate (CAS 1001-80-5) References

  1. Role of ALDP (ABCD1) and mitochondria in X-linked adrenoleukodystrophy.  |  McGuinness, MC., et al. 2003. Mol Cell Biol. 23: 744-53. PMID: 12509471
  2. The occurrence of diastereomers of phytanic and pristanic acids and their determination by gas-liquid chromatography.  |  Ackman, RG. and Hansen, RP. 1967. Lipids. 2: 357-62. PMID: 17805694
  3. Separation of phytanic and pristanic acid by high-pressure liquid chromatography: application of the method.  |  Kase, BF., et al. 1991. Anal Biochem. 196: 95-8. PMID: 1888042
  4. Impact of Fabp1/Scp-2/Scp-x gene ablation (TKO) on hepatic phytol metabolism in mice.  |  Storey, SM., et al. 2017. J Lipid Res. 58: 1153-1165. PMID: 28411199
  5. Sex-dependent impact of Scp-2/Scp-x gene ablation on hepatic phytol metabolism.  |  McIntosh, AL., et al. 2017. Arch Biochem Biophys. 635: 17-26. PMID: 29051070
  6. The chemistry and biochemistry of phytanic, pristanic and related acids.  |  Lough, AK. 1973. Prog Chem Fats Other Lipids. 14: 1-48. PMID: 4137246
  7. Hydrocarbon metabolism by Brevibacterium erythrogenes: normal and branched alkanes.  |  Pirnik, MP., et al. 1974. J Bacteriol. 119: 868-78. PMID: 4852318
  8. Examination of isoprenoid fatty acids as distinguishing characteristics of specific marine oils with particular reference to whale oils.  |  Ackman, RG. and Hooper, SN. 1968. Comp Biochem Physiol. 24: 549-65. PMID: 5651292
  9. Absolute sterochemical configuration of phytanyl (dihydrophytly) groups in lipids of Halobacterium cutirubrum.  |  Kates, M., et al. 1967. Biochemistry. 6: 3329-38. PMID: 6073023
  10. Application of open-tubular gas-liquid chromatography in an investigation of the stability of pristanic and phytanic acids towards alkaline treatment of their methyl or [-] menthyl esters.  |  Kates, M. and Hancock, AJ. 1977. J Chromatogr Sci. 15: 177-80. PMID: 863994

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Methyl pristanate, 5 mg

sc-280985
5 mg
$408.00