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Ansatrienin B (CAS 82189-04-6)

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Alternate Names:
Mycotrienin II
Application:
Ansatrienin B is an ansamycin antibiotic that contains a triene structure
CAS Number:
82189-04-6
Molecular Weight:
638.8
Molecular Formula:
C36H50N2O8
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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Ansatrienin B, also known as mycotrienin II, is cataloged under the CAS number 82189-04-6 and is another notable member of the ansamycin class of antibiotics, produced by specific strains of the bacterium Streptomyces. Similar to its counterpart, ansatrienin A, ansatrienin B features a complex macrocyclic structure that includes a naphthoquinone system, but it differs slightly in its molecular configuration which impacts its biological activity and utility in research. The primary mechanism of action of ansatrienin B is its inhibition of squalene synthase, an essential enzyme involved in the biosynthetic pathway that converts farnesyl diphosphate into squalene, a precursor for sterol and cholesterol synthesis. By blocking this critical step, ansatrienin B effectively disrupts the production of major cell membrane components, influencing cellular stability and processes in organisms that rely heavily on sterols. In research settings, ansatrienin B is utilized to probe the sterol biosynthesis pathway, providing insights into the regulation and impact of this pathway on cell physiology. It is particularly valuable in studies aimed at understanding the molecular basis of enzyme inhibition by natural products and exploring the biochemical diversity of microbial secondary metabolites. Through these applications, ansatrienin B enhances our comprehension of microbial metabolic pathways and their potential exploitation in studying cellular dynamics and metabolism.


Ansatrienin B (CAS 82189-04-6) References

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  3. Ansafurantrienins, Unprecedented Ansatrienin Derivatives Formed via Photocatalytic Intramolecular [3 + 2] Oxidative Cycloaddition.  |  Li, H., et al. 2022. Org Lett. 24: 592-596. PMID: 34981945
  4. Structural diversity and biological relevance of benzenoid and atypical ansamycins and their congeners.  |  Skrzypczak, N. and Przybylski, P. 2022. Nat Prod Rep. 39: 1678-1704. PMID: 35262153
  5. Biosynthesis of the ansamycin antibiotic ansatrienin (mycotrienin) by Streptomyces collinus.  |  Wu, TS., et al. 1987. J Nat Prod. 50: 108-18. PMID: 3598593
  6. Natural occurrence, bioactivity, and biosynthesis of triene-ansamycins.  |  Yang, X., et al. 2022. Eur J Med Chem. 244: 114815. PMID: 36240545
  7. Anticancer Small-Molecule Agents Targeting Eukaryotic Elongation Factor 1A: State of the Art.  |  Zhang, H., et al. 2023. Int J Mol Sci. 24: PMID: 36982256
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Ansatrienin B, 1 mg

sc-202954
1 mg
$409.00