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Terrecyclic Acid (CAS 83058-94-0)

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Alternate Names:
Terrecyclic acid A
Application:
Terrecyclic Acid is an antimicrobial which induces heat shock protein response
CAS Number:
83058-94-0
Molecular Weight:
248.31
Molecular Formula:
C15H20O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Terrecyclic acid is a natural product derived from soil bacteria, which has been studied primarily for its intriguing chemical structure and biological activity. This compound is characterized by a unique cyclic structure which includes several reactive groups that contribute to its mode of action. In scientific research, terrecyclic acid has been examined for its ability to influence enzymatic reactions within bacterial cells. It acts as an inhibitor of specific enzymes involved in bacterial metabolic pathways, particularly those related to the synthesis of certain cellular components. The inhibition occurs through the compound′s interaction with enzyme active sites, where it forms reversible or irreversible complexes, leading to a decrease in enzymatic activity. This specific targeting can help explain the roles of these enzymes in broader cellular contexts. Beyond its enzymatic interactions, terrecyclic acid has been used as a tool in molecular biology and biochemistry research to study bacterial resistance mechanisms. Its application in these studies provides insights into how bacteria adapt to metabolic stress and how they can alter their enzymatic pathways to overcome environmental challenges. Additionally, the compound has been useful in the study of natural product biosynthesis, offering a model for understanding the complex biosynthetic pathways that produce small molecules in microorganisms.


Terrecyclic Acid (CAS 83058-94-0) References

  1. The anticancer activity of the fungal metabolite terrecyclic acid A is associated with modulation of multiple cellular stress response pathways.  |  Turbyville, TJ., et al. 2005. Mol Cancer Ther. 4: 1569-76. PMID: 16227407
  2. Role of carbocation's flexibility in sesquiterpene biosynthesis: computational study of the formation mechanism of terrecyclene.  |  Barquera-Lozada, JE. and Cuevas, G. 2011. J Org Chem. 76: 1572-7. PMID: 21338132
  3. Molecular Networking and Cultivation Profiling Reveals Diverse Natural Product Classes from an Australian Soil-Derived Fungus Aspergillus sp. CMB-MRF324.  |  Wu, T., et al. 2022. Molecules. 27: PMID: 36558198
  4. Terrecyclic acid A, a new antibiotic from Aspergillus terreus. IV. Absolute stereochemistry of terrecyclic acid A.  |  Hirota, A., et al. 1986. J Antibiot (Tokyo). 39: 149-52. PMID: 3949627
  5. Studies on the biosynthesis of terrecyclic acid A, an antitumor antibiotic from Aspergillus terreus.  |  Beale, JM., et al. 1984. J Antibiot (Tokyo). 37: 1376-81. PMID: 6511664
  6. Terrecyclic acid A, a new antibiotic from Aspergillus terreus. III. 13C NMR spectrum of terrecyclic acid A.  |  Hirota, A., et al. 1984. J Antibiot (Tokyo). 37: 475-8. PMID: 6735922
  7. Terrecyclic acid A, a new antibiotic from Aspergillus terreus. I. Taxonomy, production, and chemical and biological properties.  |  Nakagawa, M., et al. 1982. J Antibiot (Tokyo). 35: 778-82. PMID: 7174531
  8. Terrecyclic acid A, a new antibiotic from Aspergillus terreus. II. Structure of terrecyclic acid A.  |  Hirota, A., et al. 1982. J Antibiot (Tokyo). 35: 783-7. PMID: 7174532
  9. Molecular structure of terrecyclodiol: a derivative of the antifungal metabolite terrecyclic acid A from Aspergillus terreus.  |  Almassi, F., et al. 1996. J Nat Prod. 59: 59-61. PMID: 8984154
  10. Sesquiterpene biosynthesis: The biosynthesis of quadrone and terrecyclic acid.  |  Cane, et al. 1986. Bioorganic Chemistry. 14.4: 417-428.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Terrecyclic Acid, 1 mg

sc-397309
1 mg
$225.00

Terrecyclic Acid, 5 mg

sc-397309A
5 mg
$793.00