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Spectinomycin (hydrochloride hydrate)

Catalog No.
C5621
aminocyclitol antibiotic
Grouped product items
SizePriceStock Qty
1g
$50.00
In stock
5g
$70.00
In stock
10g
$120.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

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].

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.

Chemical Properties

StorageStore at -20°C
M.Wt495.4
Cas No.22189-32-8
FormulaC14H24N2O7·2HCl [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
SDFDownload 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 ConditionSmall 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.

Protocol

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.

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