Molecular structure of Cinnamycin, CAS Number: 110655-58-8
Cinnamycin (CAS 110655-58-8)
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Alternate Names:
Lanthiopeptin; Ro 09-0198
Application:
Cinnamycin is a tricyclic antibiotic produced by several species of Streptoverticillium.
CAS Number:
110655-58-8
Molecular Weight:
2041.29
Molecular Formula:
C89H125N25O25S3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Cinnamycin (lanthiopeptin) is a high molecular weight tricyclic antibiotic produced by several species of Streptoverticillium. It serves as a potent indirect inhibitor of PLA2 (phospholipase A2), acting by specifically sequestering phosphatidylethanolamine (PE), a major component of the mammalian plasma cell membrane. Cinnamycin induces trans-bilayer phospholipid movement in cell membranes to expose internally bound PE. At high surface concentrations of PE, it induces membrane re-organization including membrane fusion and alteration of gross morphology.
Cinnamycin (CAS 110655-58-8) References
- Cinnamycin (Ro 09-0198) promotes cell binding and toxicity by inducing transbilayer lipid movement. | Makino, A., et al. 2003. J Biol Chem. 278: 3204-9. PMID: 12446685
- Cloning and engineering of the cinnamycin biosynthetic gene cluster from Streptomyces cinnamoneus cinnamoneus DSM 40005. | Widdick, DA., et al. 2003. Proc Natl Acad Sci U S A. 100: 4316-21. PMID: 12642677
- Specific binding of cinnamycin (Ro 09-0198) to phosphatidylethanolamine. Comparison between micellar and membrane environments. | Machaidze, G. and Seelig, J. 2003. Biochemistry. 42: 12570-6. PMID: 14580203
- Curvature-dependent recognition of ethanolamine phospholipids by duramycin and cinnamycin. | Iwamoto, K., et al. 2007. Biophys J. 93: 1608-19. PMID: 17483159
- Prepeptide sequence of cinnamycin (Ro 09-0198): the first structural gene of a duramycin-type lantibiotic. | Kaletta, C., et al. 1991. Eur J Biochem. 199: 411-5. PMID: 2070795
- Nine post-translational modifications during the biosynthesis of cinnamycin. | Ökesli, A., et al. 2011. J Am Chem Soc. 133: 13753-60. PMID: 21770392
- Isolation and structure determination of a new lantibiotic cinnamycin B from Actinomadura atramentaria based on genome mining. | Kodani, S., et al. 2016. J Ind Microbiol Biotechnol. 43: 1159-65. PMID: 27255974
- A novel mechanism of immunity controls the onset of cinnamycin biosynthesis in Streptomyces cinnamoneus DSM 40646. | O'Rourke, S., et al. 2017. J Ind Microbiol Biotechnol. 44: 563-572. PMID: 27858169
- Analysis of interactions between cinnamycin and biomimetic membranes. | Kim, SE. and Park, JW. 2020. Colloids Surf B Biointerfaces. 185: 110595. PMID: 31735419
- Structure and Dynamics of Cinnamycin-Lipid Complexes: Mechanisms of Selectivity for Phosphatidylethanolamine Lipids. | Vestergaard, M., et al. 2019. ACS Omega. 4: 18889-18899. PMID: 31737850
- Interactions of Cinnamycin-Immobilized Gold Nanorods with Biomimetic Membranes. | Lee, GS. and Park, JW. 2020. J Membr Biol. 253: 37-42. PMID: 31754751
- Kinetic and thermodynamic studies of cinnamycin specific-adsorption on PE-Included-Membranes using surface plasmon resonance. | Lee, SR., et al. 2020. J Biotechnol. 320: 77-79. PMID: 32593691
- Curvature Effect of a Phosphatidylethanolamine-Included Membrane on the Behavior of Cinnamycin on the Membrane. | Lee, SR., et al. 2020. J Phys Chem B. 124: 8984-8988. PMID: 32946246
Inhibitor of:
PLA2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Cinnamycin, 1 mg | sc-391464 | 1 mg | $428.00 |