Mupirocin

Mupirocin

Catalog Number:
L002370683APE
Mfr. No.:
APE-B4872
Price:
$188
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      • Overview
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          Background

          Mupirocin is an antibiotic that inhibits isoleucyl-tRNA synthetase in bacterial cell walls, weakening the growth of bacteria with an MIC value of 0.05 µg/ml in Staphylococcus aureus.It is mainly used as an antibacterial agent against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA).
          MRSA can resist therapeutic treatment via causing chronic infections leading to high rate mortality, by causing a proteic biofilm, extracellular DNA or carbohydrate matrix that allows bacterial survival in unfavourable environments.
          Because of the similarity between isoleucine and the antibiotics's epoxy side chain, Mupirocin can prevent the conversion of isoleucine and tARN to isoleucine-charged transfer RNA by binding the active centre of isoleucyl-tRNA syntethase and thus decreasing its cellular levels inside the cells, causing bacterial death.
          Mupirocin is a strong acid as a form of a crystalline white powder, freely soluble in dichloromethane and acetone, slightly soluble in water. Its antibiotic activity is pH dependent, at pH between 4 and 9 in aqueous solutions, the activity is maintained; but outside this interval, molecular rearrangements occur with the formation of two isomers, without interconversion. Mupirocin is the most widely used topical antibiotic to control the MRSA outbreaks, for infections of soft tissue or skin and for nasal decolonization.

          1. Tucaliuc A, Blaga AC, Galaction AI, Cascaval D. Mupirocin: applications and production. Biotechnol Lett. 2019 May;41(4-5):495-502. doi:10.1007/s10529-019-02670-w. Epub 2019 Mar 29. Review. PubMed PMID: 30927135.
          2. Khoshnood S, Heidary M, Asadi A, Soleimani S, Motahar M, Savari M, Saki M, Abdi M. A review on mechanism of action, resistance, synergism, and clinical implications of mupirocin against Staphylococcus aureus. Biomed Pharmacother. 2019 Jan; 109:1809-1818. doi: 10.1016/j.biopha.2018.10.131. Epub 2018 Nov 26.Review. PubMed PMID: 30551435.
          3. Poovelikunnel T, Gethin G, Humphreys H. Mupirocin resistance: clinical implications and potential alternatives for the eradication of MRSA. J Antimicrob Chemother. 2015 Oct;70(10):2681-92. doi: 10.1093/jac/dkv169. Epub 2015 Jul 3. Review. PubMed PMID: 26142407.
          4. Hughes J, Mellows G. Inhibition of isoleucyl-transfer ribonucleic acid synthetase in Escherichia coli by pseudomonic acid. Biochem J. 1978 Oct 15;176(1):305-18. PubMed PMID: 365175; PubMed Central PMCID: PMC1186229.

      • Properties
        • Alternative Name
          9-[(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
          CAS Number
          12650-69-0
          Molecular Formula
          C26H44O9
          Molecular Weight
          500.62
          Appearance
          A solid
          Purity
          98.00%
          Solubility
          ≥100 mg/mL in DMSO; insoluble in H2O; ≥5.69 mg/mL in EtOH
          Storage
          Store at -20°C

          * For Research Use Only

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