Framycetin
Based on 1 publication(s) in Google Scholar
Framycetin (Neomycin B), an aminoglycoside antibiotic, is a potent RNase P cleavage activity inhibitor with a Ki of 35 μM. Framycetin competes for specific divalent metal ion binding sites in RNase P RNA. Framycetin inhibits hammerhead ribozyme with a Ki of 13.5 μM. Framycetin, a 5″-azido neomycin B precursor, binds the Drosha site in miR-525 and is used for hepatic encephalopathy and enteropathogenic E. coli infections.
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- CAS. Nr.: 119-04-0
- Formel: C23H46N6O13
- Molecular Weight:614.64
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Speicherung:
Solution, -20°C, 2 years
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Biologische Aktivität
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Chemical Information
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Publications Citing Use of MedChemExpress (MCE) Framycetin
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Biologische Aktivität
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Aminoglycoside |
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Cell Line
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Type | Value | Description | References |
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| 3LL cell line | IC50 |
>1 mM
Compound: Neomycin
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Cytotoxicity against mouse LLC cells assessed as reduction in cell viability
Cytotoxicity against mouse LLC cells assessed as reduction in cell viability
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[PMID: 36331380] |
| MDA-MB-231 | IC50 |
139 nM
Compound: NEO
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Binding affinity to rRNA-A site in human MDA-MB-231 cells assessed as inhibition of protein translation
Binding affinity to rRNA-A site in human MDA-MB-231 cells assessed as inhibition of protein translation
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[PMID: 30530174] |
The inhibition of RNase P RNA cleavage by Framycetin (Neomycin B; Fradiomycin B) is sensitive to pH and an increase in pH suppresses the inhibition in other systems[1].
Framycetin targets the bacterial and human ribosome and affect translation. 5″-azido neomycin B and Framycetin selectively inhibit production of the mature miRNA, boosts a downstream protein, and inhibits invasion in HCC cell line[2].
Framycetin binds to a structural rather than a sequence motif of the RNA. Its primary cognate target is the decoding site of the 16S rRNA, but it also binds to the Rev-responsive element in HIV-1, group I introns, and the hammerhead ribozyme, and thus inhibits their biological function[3].
Framycetin induces misreading of the genetic code during translation and inhibits several ribozymes. The ribosomal target site is the 16 S rRNA 1400 to 1500 region[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS. Nr. 119-04-0
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Appearance Liquid
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Molecular Weight 614.64
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Formel C23H46N6O13
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Color Colorless to light yellow
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SMILES
N[C@@H](C[C@H]1N)[C@@]([C@@H]([C@H]1O)O[C@@](O[C@H](CO)[C@H]2O[C@@]([C@@H]([C@@H](O)[C@@H]3O)N)([H])O[C@H]3CN)([H])[C@@H]2O)([H])O[C@H]([C@@H]([C@@H](O)[C@@H]4O)N)O[C@@H]4CN
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Synonyms
Neomycin B; Fradiomycin B
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
Solution, -20°C, 2 years
Publications (1)
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Journal Impact Factor
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Most Recent
Reinheit & Dokumentation
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Data Sheet (278 KB)
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SDS (418 KB)
- English - EN (418 KB)
- Français - FR (418 KB)
- Deutsch - DE (418 KB)
- Norwegian - NO (418 KB)
- Español - ES (418 KB)
- Swedish - SV (418 KB)
- Italian - IT (418 KB)
- Korean - KR (418 KB)
- Portuguese - PT (418 KB)
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Handling Instructions (2659 KB)
Verweise
[1]. N E Mikkelsen, et al. Inhibition of RNase P RNA Cleavage by Aminoglycosides. Proc Natl Acad Sci U S A. 1999 May 25;96(11):6155-60. [Content Brief]
[2]. Childs-Disney JL, et al. Small Molecule Targeting of a MicroRNA Associated with Hepatocellular Carcinoma. ACS Chem Biol. 2016 Feb 19;11(2):375-80. [Content Brief]
[3]. Stampfl S, et al. Monovalent ion dependence of neomycin B binding to an RNA aptamer characterized by spectroscopic methods. Chembiochem. 2007 Jul 9;8(10):1137-45. [Content Brief]
[4]. Hoch I, et al. Antibiotic inhibition of RNA catalysis: neomycin B binds to the catalytic core of the td group I intron displacing essential metal ions. J Mol Biol. 1998 Sep 25;282(3):557-69. [Content Brief]
Calculators
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)
Framycetin Related Classifications
HY-17624 Related Classifications
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