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KI1382BACTROBAN25 mg$340

Chemical Characteristic

Product NameBACTROBAN
SynonymsMupirocin, Centany
CAS No.12650-69-0
Molecular Weight 500.62
FormulaC26H44O9
Chemical Name9-[(E)-4-[(2S,3R,4R,5S)-3,4-dihydroxy-5-[[(2S,3S)-3-[(2S,3S)-3-hydroxybutan-2-yl]oxiran-2-yl]methyl]oxan-2-yl]-3-methylbut-2-enoyl]oxynonanoic acid
Smiles[C@H]1([C@H](CO[C@H]([C@@H]1O)C/C(=C/C(=O)OCCCCCCCCC(=O)O)/C)C[C@@H]1O[C@H]1[C@H]([C@H](C)O)C)O
Chemical Structure

Biological activities

Bactroban is an antibiotic used as a topical treatment for bacterial skin infections, and is effective against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus. Bactroban is a mixture of several pseudomonic acids, with pseudomonic acid A (PA-A) constituting greater than 90% of the mixture. The MIC of bactroban is ??0.5 µg/mL. Bactroban reversibly binds to the isoleucyl t-RNA synthetase in Staphylococcus aureus and Streptococcus, resulting in inhibition of protein synthesis. Bactroban and clinically available antibiotics have no cross-resistance. The selection of bactroban resistant variants in vitro occurs at a low frequency. Bactroban is highly bound (95% bound) to the protein of human serum, and activity of bactroban is reduced 10- to 20-fold in the presence of human serum. In tests of bactericidal activity, the MBCs of bactroban against Staphylococcus aureus are 8- to 32-fold higher than the corresponding MICs. Bactroban has a slow bactericidal action in time-kill tests, resulting in a 90 to 99% reduction in bacterial numbers at 24 hours.[1] In addition, low-level mupirocin resistance (MIC = 4-256 mg/L) results from mutational change within the native isoleucyl-tRNA synthetase (IleRS) in staphylococci, including methicillin-resistant S. aureus (MRSA).[2]

Protocols

Bactroban is dissolved in sterilised distilled water.[1]

References

[1] Sutherland R, et al. Antibacterial activity of mupirocin (pseudomonic acid), a new antibiotic for topical use. Antimicrob Agents Chemother. 1985, 27(4): 495-498.
[2] Hurdle JG, et al. The isoleucyl-tRNA synthetase mutation V588F conferring mupirocin resistance in glycopeptide-intermediate Staphylococcus aureus is not associated with a significant fitness burden. J Antimicrob Chemother. 2004, 53(1): 102-104.

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