Pentalenic acid

Pentalenic acid

$180.00 - 0.10 mg

$630.00 - 0.50 mg

All prices in Australian dollars

Code
BIA-P2453
CAS #
69394-19-0
Molecular Formula
C15H22O3
Molecular Weight
250.33
Purity
>95% by HPLC
Long Term Storage
-20°C
Solubility
Soluble in methanol or DMSO

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Application Notes

Pentalenic acid has been isolated from many Streptomyces sp. as a co-metabolite of the sesquiterpenoid antibiotic pentalenolactone and related natural products. Pentalenic acid is a shunt metabolite in the biosynthesis of the pentalenolactone family. Pentalenic acid itself is a useful polycyclic skeleton for structural modification. Members of the pentalenolactone family show antitumor, immunosuppressant and antidiabetic effects, but the bioprofile of pentalenic acid is largely unexplored.

References

  • Studies on the biosynthesis of pentalenolactone, Part II: Isolation of pentalenic acid and pentalenolactone H. Takamatsu S. et al. Tetrahedron Lett.1978, 19, 4411.
  • Pentalenic acid is a shunt metabolite in the biosynthesis of the pentalenolactone family of metabolites: Hydroxylation of 1-​deoxypentalenic acid mediated by CYP105D7 (SAV7469) of Streptomyces avermitilis. Takamatsu S. J Antibiot. 2011, 64, 65.
  • Syntheses of biologically active natural products and leading compounds for new pharmaceuticals employing effective construction of a polycyclic skeleton. Masataka I. Chem Pharm Bull. 2006, 54, 765.

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