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M7694

Sigma-Aldrich

Mupirocin

≥92% (HPLC), powder

Sinônimo(s):

5,9-Anhydro-2,3,4,8-tetradeoxy-8-[[3-(2-hydroxy-1-methylpropyl)oxiranyl]methyl]-3-methyl-[2E,8[2S,3S(1S,2S)]]-L-talonon-2-enonic acid 8-carboxyoctyl ester, BRL 4910A, Pseudomonic acid

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About This Item

Fórmula empírica (Notação de Hill):
C26H44O9
Número CAS:
12650-69-0
Peso molecular:
500.62
Número MDL:
MFCD01711620
Código UNSPSC:
12352200
ID de substância PubChem:
24724542
NACRES:
NA.77

R$ 3.667,00

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Ensaio

≥92% (HPLC)

Formulário

powder

atividade óptica

[α]/D -15.7 to -20°, c = 1 in methanol

cor

white to tan

solubilidade

DMSO: ≥10 mg/mL

espectro de atividade do antibiótico

fungi

Modo de ação

enzyme | inhibits
protein synthesis | interferes

originador

GlaxoSmithKline

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

[H][C@@]1(CO[C@@H](C\C(C)=C\C(=O)OCCCCCCCCC(O)=O)[C@H](O)[C@@H]1O)C[C@@H]2O[C@@]2([H])[C@@H](C)[C@H](C)O

InChI

1S/C26H44O9/c1-16(13-23(30)33-11-9-7-5-4-6-8-10-22(28)29)12-20-25(32)24(31)19(15-34-20)14-21-26(35-21)17(2)18(3)27/h13,17-21,24-27,31-32H,4-12,14-15H2,1-3H3,(H,28,29)/b16-13+/t17-,18-,19-,20-,21-,24+,25-,26-/m0/s1

chave InChI

MINDHVHHQZYEEK-HBBNESRFSA-N

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Descrição geral

Mupirocin is produced by Pseudomonas fluorescens. Mupirocin is used to treat impetigo and skin infections.[1]

Aplicação

Mupirocin has been used:
  • for kinetic assay[2]
  • to assess its resistance by performing turbidity assay[3][4]
  • to determine its antimicrobial susceptibility[5]

Ações bioquímicas/fisiológicas

Antibiotic; inhibits isoleucyl-tRNA synthetase (IRS).

Características e benefícios

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Nota de preparo

Mupirocin is poorly soluble in water (26 mg/L), but highly soluble in DMSO (≥10 mg/mL). If sterilization is required, it is advisable to use filter sterilization with a 0.22 µm PTFE, Polypropylene, or Nylon filter membrane.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
0000126725
0000126724
0000126725
0000126724
0000167429

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Canine and Feline Dermatology Drug Handbook (2012)
Mupirocin: a topical antibiotic with a unique structure and mechanism of action.
Parenti MA, et al.
Clinical Pharmacy, 6(10), 761-770 (1987)
Eduardo Pérez-Roth et al.
Antimicrobial agents and chemotherapy, 54(5), 2252-2257 (2010-03-10)
We have sequenced the conjugative plasmid pPR9, which carries the ileS2 gene, which had contributed to the dissemination of high-level mupirocin resistance at our institution. The plasmid backbone shows extensive genetic conservation with plasmids belonging to the pSK41/pGO1 family, but
Cessation from smoking improves innate host defense and clearance of experimentally inoculated nasal Staphylococcus aureus
Cole AL, et al.
Infection and Immunity, 86(4), e00912-e00917 (2018)
Methods for detecting microbial methane production and consumption by gas chromatography
Aldridge JT, et al.
Bio-protocol, 6(7), 761-770 (2016)
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Questions

  1. Can this antibiotic be autoclaved?

    1 answer

    1. The heat stability of Mupirocin has not been tested. It is poorly soluble in water (26 mg/L), but highly soluble in DMSO (≥10 mg/mL). Should sterilization be necessary, filter sterilization using a 0.22 um PTFE, Polypropylene, or Nylon filter membrane is recommended. One publication does suggest that this compound may be autoclaved, however this has not been validated.

      See the link below for a publication that may be helpful:
      https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=04422266ee0024deeab81bd939305cbb1e2bc261

      Helpful?

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