Framycetin (sulfate)

Framycetin sulfate (Neomycin B sulfate), an aminoglycoside antibiotic, is a potent RNase P cleavage activity inhibitor with a Ki of 35 μM. Framycetin sulfate competes for specific divalent metal ion binding sites in RNase P RNA. Framycetin sulfate inhibits hammerhead ribozyme with a Ki of 13.5 μM. Framycetin sulfate, a 5″-azido neomycin B precursor, binds the Drosha site in miR-525 and is used for hepatic encephalopathy and enteropathogenic E. coli infections[1][2].

Product Specifications

CAS Number

[4146-30-9]

Product Name Alternative

Neomycin B (sulfate) ; Fradiomycin B (sulfate)

UNSPSC

12352005

Hazard Statement

H302, H312, H332

Target

Antibiotic; Bacterial

Type

Reference compound

Related Pathways

Anti-infection

Applications

COVID-19-immunoregulation

Field of Research

Infection

Assay Protocol

https://www.medchemexpress.com/framycetin-sulfate.html

Purity

98.0

Solubility

DMSO : < 1 mg/mL (ultrasonic; warming; heat to 60°C) |H2O : 250 mg/mL (ultrasonic)

Smiles

O=S(O)(O)=O.O=S(O)(O)=O.O=S(O)(O)=O.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

Molecular Formula

C23H52N6O25S3

Molecular Weight

908.88

Precautions

H302, H312, H332

References & Citations

[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.|[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.|[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.|[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.