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Siamycin I (CAS 164802-68-0)

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Alternate Names:
MS-27; FR 901724; BMY 29304
Application:
Siamycin I is an MLCK and Fsr puorum sensing inhibitor for proteomics research
CAS Number:
164802-68-0
Molecular Weight:
2163.48
Molecular Formula:
C97H131N23O26S4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Siamycin I is a member of the tricyclic depsipeptide family, known for its distinctive structural framework which includes multiple cyclic peptides linked to ester and amide bonds. This compound was initially isolated from the bacterium Streptomyces siamensis, and has since garnered attention in the scientific community for its unique biochemical properties. In research, Siamycin I has been studied primarily for its ability to interfere with protein-protein interactions within bacterial systems. One of the mechanisms of action explored is its inhibition of the formation of biofilms, which are protective layers that bacteria develop to shield themselves from environmental threats. Siamycin I achieves this through its interaction with bacterial communication processes, specifically targeting the quorum sensing pathways that are critical for biofilm development. Additionally, Siamycin I has been employed in studies focusing on the structure-activity relationships of peptides. Its complex molecular architecture makes it an excellent model for understanding how depsipeptides can be modified to affect their biological activity. Researchers manipulate various functional groups within the compound to observe changes in bioactivity, providing insights into the role of specific moieties in biological interactions.


Siamycin I (CAS 164802-68-0) References

  1. Siamycin attenuates fsr quorum sensing mediated by a gelatinase biosynthesis-activating pheromone in Enterococcus faecalis.  |  Nakayama, J., et al. 2007. J Bacteriol. 189: 1358-65. PMID: 17071762
  2. Anti-HIV siamycin I directly inhibits autophosphorylation activity of the bacterial FsrC quorum sensor and other ATP-dependent enzyme activities.  |  Ma, P., et al. 2011. FEBS Lett. 585: 2660-4. PMID: 21803040
  3. Interactions of the intact FsrC membrane histidine kinase with the tricyclic peptide inhibitor siamycin I revealed through synchrotron radiation circular dichroism.  |  Phillips-Jones, MK., et al. 2013. Phys Chem Chem Phys. 15: 444-7. PMID: 23183669
  4. Narrow-spectrum inhibitors targeting an alternative menaquinone biosynthetic pathway of Helicobacter pylori.  |  Yamamoto, T., et al. 2016. J Infect Chemother. 22: 587-92. PMID: 27346378
  5. An Engineered Allele of afsQ1 Facilitates the Discovery and Investigation of Cryptic Natural Products.  |  Daniel-Ivad, M., et al. 2017. ACS Chem Biol. 12: 628-634. PMID: 28075554
  6. The Lasso Peptide Siamycin-I Targets Lipid II at the Gram-Positive Cell Surface.  |  Tan, S., et al. 2019. ACS Chem Biol. 14: 966-974. PMID: 31026131
  7. High-resolution solution structure of siamycin II: novel amphipathic character of a 21-residue peptide that inhibits HIV fusion.  |  Constantine, KL., et al. 1995. J Biomol NMR. 5: 271-86. PMID: 7787424
  8. Siamycins I and II, new anti-HIV-1 peptides: II. Sequence analysis and structure determination of siamycin I.  |  Detlefsen, DJ., et al. 1995. J Antibiot (Tokyo). 48: 1515-7. PMID: 8557614
  9. MS-271, a novel inhibitor of calmodulin-activated myosin light chain kinase from Streptomyces sp.--I. Isolation, structural determination and biological properties of MS-271.  |  Yano, K., et al. 1996. Bioorg Med Chem. 4: 115-20. PMID: 8689231
  10. Characterization of siamycin I, a human immunodeficiency virus fusion inhibitor.  |  Lin, PF., et al. 1996. Antimicrob Agents Chemother. 40: 133-8. PMID: 8787894

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Siamycin I, 250 µg

sc-396543
250 µg
$104.00