Date published: 2025-10-19

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Geninthiocin (CAS 158792-27-9)

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Alternate Names:
14-Demethylberinamycin
Application:
Geninthiocin is a thiopeptide antibiotic tipA gene activator
CAS Number:
158792-27-9
Purity:
>95%
Molecular Weight:
1132.1
Molecular Formula:
C50H49N15O15S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Geninthiocin, designated by the CAS number 158792-27-9, is a peptide antibiotic known for its thiazole-oxazole modified structure, which is a hallmark of the ribosomally synthesized and post-translationally modified peptide (RiPP) family. This compound is produced by certain strains of bacteria as a secondary metabolite and has drawn significant interest in research due to its complex biosynthesis and unique mode of action. Geninthiocin operates primarily by targeting the bacterial ribosome, though the exact mechanism of its interaction remains a subject of ongoing investigation. Preliminary studies suggest that it might interfere with ribosomal functions by binding to a site distinct from those targeted by traditional ribosome-inhibiting agents, potentially leading to an inhibition of protein synthesis. In research contexts, geninthiocin has been utilized as a model compound to study the biosynthetic pathways of RiPPs, providing insights into the enzymatic processes that lead to the formation of complex cyclic structures from linear peptides. Additionally, its role in inhibiting bacterial growth under specific conditions has been explored in microbiological studies, focusing on its potential utility in understanding bacterial resistance mechanisms and the genetic regulation of antibiotic production. This research is pivotal for advancing knowledge in microbial genetics and the development of novel biochemical methods.


Geninthiocin (CAS 158792-27-9) References

  1. Structural basis for antibiotic recognition by the TipA class of multidrug-resistance transcriptional regulators.  |  Kahmann, JD., et al. 2003. EMBO J. 22: 1824-34. PMID: 12682015
  2. Geninthiocins C and D from Streptomyces as 35-membered macrocyclic thiopeptides with modified tail moiety.  |  Li, S., et al. 2019. J Antibiot (Tokyo). 72: 106-110. PMID: 30479394
  3. Thiopeptides: antibiotics with unique chemical structures and diverse biological activities.  |  Chan, DCK. and Burrows, LL. 2021. J Antibiot (Tokyo). 74: 161-175. PMID: 33349675
  4. Thiocillin and micrococcin exploit the ferrioxamine receptor of Pseudomonas aeruginosa for uptake.  |  Chan, DCK. and Burrows, LL. 2021. J Antimicrob Chemother. 76: 2029-2039. PMID: 33907816
  5. Recent Advances in Discovery, Bioengineering, and Bioactivity-Evaluation of Ribosomally Synthesized and Post-translationally Modified Peptides.  |  Zhong, G., et al. 2023. ACS Bio Med Chem Au. 3: 1-31. PMID: 37101606
  6. Microbial metabolites with tipA promoter inducing activity. II. Geninthiocin, a novel thiopeptide produced by Streptomyces sp. DD84.  |  Yun, BS., et al. 1994. J Antibiot (Tokyo). 47: 969-75. PMID: 7928698
  7. Thiopeptide antibiotics: retrospective and recent advances.  |  Just-Baringo, et al. 2014. Marine drugs. 12.1: 317-351.
  8. Naturally Occurring Oxazole Structural Units as Ligands of Vanadium Catalysts for Ethylene-Norbornene (Co) polymerization.  |  Ochędzan-Siodłak and Wioletta, et al. 2021. Catalysts. 11.8: 923.
  9. Molecular Docking and Validation of Methicillin Resistant Staphylococcus aureus Targets against Geninthiocin.  |  Lakshmi, G. S., et al. 579-590. Journal of Pharmaceutical Research International. 33.59A: 2021.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Geninthiocin, 500 µg

sc-202167
500 µg
$359.00