- Home
- Signaling Pathways
- Microbiology & Virology
- Antibiotic
- Spectinomycin (hydrochloride hydrate)
- Home
- Lab Reagents
- Antibiotics
- Spectinomycin (hydrochloride hydrate)
Spectinomycin (hydrochloride hydrate)
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].
References:
[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.
Storage | Store at -20°C |
M.Wt | 495.4 |
Cas No. | 22189-32-8 |
Formula | C14H24N2O7·2HCl [5H2O] |
Solubility | ≥49.5 mg/mL in H2O; ≥3.61 mg/mL in EtOH with gentle warming and ultrasonic; ≥92 mg/mL in DMSO |
Chemical 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 |
SDF | Download SDF |
Canonical SMILES | [H][C@@]12[C@@](C(C[C@@H](C)O2)=O)(O)O[C@]3([H])[C@@H](NC)[C@@H](O)[C@@H](NC)[C@H](O)[C@@]3([H])O1.Cl.Cl.O.O.O.O.O |
Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Cell experiment:[1] | |
Cell lines |
Escherichia coli B |
Reaction Conditions |
50 μg/mL spectinomycin |
Applications |
When added to an exponentially growing culture, spectinomycin (50 μg/mL) rapidly and reversibly inhibited growth of Escherichia coli B. Amino acid incorporation was slowed immediately but RNA synthesis continued. |
Animal experiment:[2] | |
Animal models |
Male Sprague-Dawley rats, 200 ~ 225 g |
Dosage form |
10 mg/kg Administered intravenously (IV) |
Applications |
Following IV administration, approximately 55% of the drug was excreted into the urine in unchanged form. Spectinomycin at the dose of 10 mg/kg showed a peak plasma concentration of 37.8 μg/mL and a systemic exposure (area-under the curve AUC0-∞) of 15.7 μg h/mL. |
Note |
The technical data provided above is for reference only. |
References: 1. Davies J, Anderson P, Davis BD. Inhibition of protein synthesis by spectinomycin. Science, 1965, 149(3688): 1096-1098. 2. Madhura DB, Lee R, Meibohm B. Pharmacokinetic profile of spectinomycin in rats. Pharmazie, 2013, 68(8): 675-676. |
Quality Control & MSDS
- View current batch:
Chemical structure
