Date published: 2026-2-2

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Butylcycloheptylprodigiosin (CAS 352304-41-7)

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Alternate Names:
Butyl-ortho-cycloheptylprodiginine
Application:
Butylcycloheptylprodigiosin is a pigment like prodigiosin with antimalerial, antiulcer, and apoptotic activity
CAS Number:
352304-41-7
Molecular Weight:
391.66
Molecular Formula:
C25H33N3O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Butylcycloheptylprodigiosin is a synthetic analog of prodigiosin, a tripyrrole red pigment produced by certain strains of bacteria. This compound is often utilized in studies focusing on the mechanisms of bacterial secondary metabolite biosynthesis, providing insights into the complex pathways organisms use to produce structurally diverse molecules. Additionally, butylcycloheptylprodigiosin is used in the field of material science, particularly in the development of pigments and dyes with specific properties, due to its intense coloration and potential stability. In biological research, it serves as a probe to understand cell death pathways, as prodigiosins have been noted to induce apoptosis in certain cell lines. Furthermore, the compound′s interactions with various biomolecules can shed light on the molecular basis of cell membrane function and integrity. Studies involving butylcycloheptylprodigiosin also contribute to the broader understanding of the ecological roles of pigments in microbial competition and communication.


Butylcycloheptylprodigiosin (CAS 352304-41-7) References

  1. Elucidation of the Streptomyces coelicolor pathway to 2-undecylpyrrole, a key intermediate in undecylprodiginine and streptorubin B biosynthesis.  |  Mo, S., et al. 2008. Chem Biol. 15: 137-48. PMID: 18291318
  2. Metabolomic characterization of the salt stress response in Streptomyces coelicolor.  |  Kol, S., et al. 2010. Appl Environ Microbiol. 76: 2574-81. PMID: 20190082
  3. Enantioselective total synthesis and confirmation of the absolute and relative stereochemistry of streptorubin B.  |  Hu, DX., et al. 2011. J Am Chem Soc. 133: 1799-804. PMID: 21166419
  4. Elimination of butylcycloheptylprodigiosin as a known natural product inspired by an evolutionary hypothesis for cyclic prodigiosin biosynthesis.  |  Jones, BT., et al. 2013. J Nat Prod. 76: 1937-45. PMID: 24053736
  5. Synthesis of Cycloprodigiosin Identifies the Natural Isolate as a Scalemic Mixture.  |  Johnson, RE., et al. 2015. Org Lett. 17: 3474-7. PMID: 26114660
  6. Structure, Chemical Synthesis, and Biosynthesis of Prodiginine Natural Products.  |  Hu, DX., et al. 2016. Chem Rev. 116: 7818-53. PMID: 27314508
  7. The importance of asking 'how and why?' in natural product structure elucidation.  |  Brown, PD. and Lawrence, AL. 2017. Nat Prod Rep. 34: 1193-1202. PMID: 28850146
  8. Unlike Butylcycloheptylprodigiosin, Isolated Undecylprodigiosin from Streptomyces parvulus Is Not a MDR1 and BCRP Substrate in Multidrug-Resistant Cancers.  |  Mirzaei, SA., et al. 2018. DNA Cell Biol. 37: 535-542. PMID: 29672160
  9. Prodigiosins from a marine sponge-associated actinomycete attenuate HCl/ethanol-induced gastric lesion via antioxidant and anti-inflammatory mechanisms.  |  Abdelfattah, MS., et al. 2019. PLoS One. 14: e0216737. PMID: 31194753
  10. Ion Mobility Mass Spectrometry as an Efficient Tool for Identification of Streptorubin B in Streptomyces coelicolor M145.  |  Marshall, AP., et al. 2020. J Nat Prod. 83: 159-163. PMID: 31904955
  11. Marine Actinomycetes-Derived Secondary Metabolites Overcome TRAIL-Resistance via the Intrinsic Pathway through Downregulation of Survivin and XIAP.  |  Elmallah, MIY., et al. 2020. Cells. 9: PMID: 32708048
  12. Electrophilic Aminating Agents in Total Synthesis.  |  O'Neil, LG. and Bower, JF. 2021. Angew Chem Int Ed Engl. 60: 25640-25666. PMID: 33942955
  13. Butylcycloheptylprodigiosin and undecylprodigiosin are potential photosensitizer candidates for photodynamic cancer therapy.  |  Arshadi, Z., et al. 2021. Mol Biol Rep. 48: 5965-5975. PMID: 34331180

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Butylcycloheptylprodigiosin, 250 µg

sc-396547
250 µg
$122.00

Butylcycloheptylprodigiosin, 1 mg

sc-396547A
1 mg
$352.00