Spectinomycin (hydrochloride hydrate)

- Overview
  - Please contact us at for specific academic pricing.
    
    Background
    
    Spectinomycin is an aminocyclitol antibiotic produced by S. spectabilis with activity against gram-negative bacterial species. Spectinomycin has been used for the treatment of gonorrhea, where it inhibits microbial protein synthesis by binding to the 30S ribosomal subunit, protects the N‐7 position of E. coli 16S rRNA residue G1064 from methylation by dimethyl sulfate. Binding of spectinomycin at this location is thought to stabilize helix 34, inhibiting the binding of elongation factor G, thereby blocking translocation of peptidyl‐tRNAs from the ribosomal A site to the P site [1].
    Spectinomycin selectively inhibited protein synthesis in cells and in extracts of E. coli. Mutations to high-level resistance to this antibiotic map close to the streptomycin locus, and the site of action of spectinomycin, like that of streptomycin, is the 30S ribosomal subunit, as shown by experiments with reconstituted 70S ribosomes containing subunits from sensitive and from resistant ribosomes [2].
    
    [1] Zimmerman J M, Maher L J. In vivo selection of spectinomycin‐binding RNAs[J]. Nucleic acids research, 2002, 30(24): 5425-5435.
    [2] Davies J, Anderson P, Davis B D. Inhibition of protein synthesis by spectinomycin[J]. Science, 1965, 149(3688): 1096-1098.
- Properties
  - Categories
    
    aminocyclitol antibiotic
    
    Alternative Name
    
    (5aR,9aR,10aS)-decahydro-4aR,7S,9S-trihydroxy-2R-methyl-6S,8R-bis(methylamino)-4H-pyrano[3-b][1,4]benzodioxin-4-one, dihydrochloride pentahydrate
    
    CAS Number
    
    22189-32-8
    
    Molecular Formula
    
    C14H24N2O7·2HCl [5H2O]
    
    Molecular Weight
    
    495.4
    
    Purity
    
    98.00%
    
    Solubility
    
    ≥49.5 mg/mL in H2O; ≥3.61 mg/mL in EtOH with gentle warming and ultrasonic; ≥92 mg/mL in DMSO
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    [H][[email protected]@]12[[email protected]@](C(C[[email protected]@H](C)O2)=O)(O)O[[email protected]]3([H])[[email protected]@H](NC)[[email protected]@H](O)[[email protected]@H](NC)[[email protected]](O)[[email protected]@]3([H])O1.Cl.Cl.O.O.O.O.O
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

Spectinomycin (hydrochloride hydrate)

Spectinomycin (hydrochloride hydrate)

Background

Documents

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