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Lipstatin (CAS 96829-59-3)

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Alternate Names:
[(2S,4E,7E)-1-(3-hexyl-4-oxooxetan-2-yl)trideca-4,7-dien-2-yl] (2S)-2-formamido-3-methylpentanoate; (2S-(2alpha(1R*,3Z,6Z),3beta))-N-Formyl-L-leucine 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)-3,6-dodecadienyl ester
Application:
Lipstatin is a potent irreversible inhibitor of pancreatic lipase
CAS Number:
96829-59-3
Molecular Weight:
491.70
Molecular Formula:
C29H49NO5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Lipstatin is a potent irreversible inhibitor of pancreatic lipase. In vivo, lipstatin acts to block the absorption of triglycerides while allowing fatty acid absorption. It is a natural product that was first isolated from Actinobacterium Streptomyces toxytricini.


Lipstatin (CAS 96829-59-3) References

  1. Biosynthetic origin of hydrogen atoms in the lipase inhibitor lipstatin.  |  Goese, M., et al. 2000. J Biol Chem. 275: 21192-6. PMID: 10801870
  2. Biosynthetic origin of a branched chain analogue of the lipase inhibitor, lipstatin.  |  Eisenreich, W., et al. 2003. J Med Chem. 46: 4209-12. PMID: 12954074
  3. Identification and characterization of acetyl-CoA carboxylase gene cluster in Streptomyces toxytricini.  |  Demirev, AV., et al. 2009. J Microbiol. 47: 473-8. PMID: 19763422
  4. Modeling and simulation of orlistat to predict weight loss and weight maintenance in obesity patients.  |  Nakai, K., et al. 2014. Drug Metab Pharmacokinet. 29: 278-82. PMID: 24418823
  5. Enhanced production of lipstatin from Streptomyces toxytricini by optimizing fermentation conditions and medium.  |  Zhu, T., et al. 2014. J Gen Appl Microbiol. 60: 106-11. PMID: 25008166
  6. Pharmacological modulation of oncogenic Ras by natural products and their derivatives: Renewed hope in the discovery of novel anti-Ras drugs.  |  Quah, SY., et al. 2016. Pharmacol Ther. 162: 35-57. PMID: 27016467
  7. Computational analysis and enzyme assay of inhibitor response to disease single nucleotide polymorphisms (SNPs) in lipoprotein lipase.  |  He, D., et al. 2016. J Bioinform Comput Biol. 14: 1650028. PMID: 27427383
  8. Implication of mutagenesis and precursor supplementation towards the enhancement of lipstatin (an antiobesity agent) biosynthesis through submerged fermentation using Streptomyces toxytricini.  |  Kumar, P. and Dubey, KK. 2018. 3 Biotech. 8: 29. PMID: 29291142
  9. Mode of action of tetrahydrolipstatin: a derivative of the naturally occurring lipase inhibitor lipstatin.  |  Borgström, B. 1988. Biochim Biophys Acta. 962: 308-16. PMID: 3167082
  10. Enhanced production of lipstatin from mutant of Streptomyces toxytricini and fed-batch strategies under submerged fermentation.  |  Khushboo, ., et al. 2020. 3 Biotech. 10: 151. PMID: 32181113
  11. Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. I. Producing organism, fermentation, isolation and biological activity.  |  Weibel, EK., et al. 1987. J Antibiot (Tokyo). 40: 1081-5. PMID: 3680018
  12. Lipstatin, an inhibitor of pancreatic lipase, produced by Streptomyces toxytricini. II. Chemistry and structure elucidation.  |  Hochuli, E., et al. 1987. J Antibiot (Tokyo). 40: 1086-91. PMID: 3680019
  13. Enhanced Production of Lipstatin Through NTG Treatment of Streptomyces toxytricini KD18 at 5 L Bioreactor Level.  |  Khushboo,. and Dubey, KK. 2023. Appl Biochem Biotechnol.. PMID: 36951941
  14. Tracer studies with crude U-13C-lipid mixtures. Biosynthesis of the lipase inhibitor lipstatin.  |  Eisenreich, W., et al. 1997. J Biol Chem. 272: 867-74. PMID: 8995375

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Lipstatin, 10 mg

sc-391468
10 mg
$261.00