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Spectinomycin (hydrochloride hydrate)

盐酸大观霉素五水合物
Catalog No.
C5621
氨基环醇抗生素
组合的产品项目
规格价格库存 数量
1g
¥ 354.00
现货
5g
¥ 531.00
现货
10g
¥ 1,016.00
Ship with 10-15 days

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背景

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.

化学属性

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
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试验操作

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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