SKU: L016

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Description

Lincomycin HCl, EP is the hydrochloride form of Lincomycin, provided as the monohydrate.  Lincomycin is a naturally occurring lincosamide isolated from Streptomyces licolnensis by researchers at Upjohn in 1962. This class of antibacterial contains a rare amino acid (4-propyl-N-methylprolin) coupled to an equally rare aminomethylthio-octopyranoside sugar. Lincomycin is often incorrectly considered an aminoglycoside but it actually shares little or no structural similarity.  It is effective for Gram-positive bacteria and disrupts protein synthesis.

Lincomycin is very soluble in water.  It is soluble in methanol and ethanol. 

Lincomycin HCl, EP conforms to European Pharmacopoeia specifications. 

We also offer:

  • Lincomycin HCl, USP (L002)
  • Lincomycin (L014)

    CAS Number

    7179-49-9 (monohydrate); 859-18-7 (anhydrous)

    Molecular Formula

    C18H34N2O6S · HCl · H2O

    Molecular Weight

    461.02

    Mechanism of Action

    Lincosamide antibiotics inhibit bacterial growth by targeting the 50S ribosomal subunit preventing peptide bond formation and translocation during protein synthesis. Resistance to lincomycin is commonly attributed to mutations in 50S rRNA preventing lincomycin binding allowing the cell to synthesize proteins free of error.

    Tariff Code

    2941.90.5000

    Spectrum

    Lincomycin is a narrow-spectrum antibiotic effective against Gram-positive bacteria and protozoa. It is effective for Staphylococcus, Streptococcus, and Bacterioides. It has comparable activity to Erythromycin in vitro.

Applications

    Microbiology Applications

    Lincomycin HCl is commonly used in clinical in vitro microbiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against Gram-positive microbial isolates. Medical microbiologists use AST results to recommend antibiotic treatment options.  Representative MIC values include:

    • Staphylococcus aureus 0.2 µg/mL – 3.2 µg/mL
    • Streptococcus pyogenes 0.04 µg/mL – 0.8 µg/mL
    • For a complete list of lincomycin MIC values, click here.

    Plant Biology Applications

    Lincomycin provides a powerful plant selection agent that facilitates recovery of plastid transformants.  Cultured Nicotiana cells were used in vitro.  Resistant cells are green versus sensitive cells are white on the selective medium.  Lincomycin is preferred over other antibiotics for chloroplast transformation because it also inhibits callus formation, greening, and subsequent shoot regeneration (Moll et al, 1990).

Specifications

    Form

    powder

    Appearance

    White or almost white crystalline powder

    Source

    Streptomyces lincolnensis

References

    References

    Geddes AM, Sleet RA and Murdoch JM (1964)  Lincomycin hydrochloride: Clinical  and laboratory studies. Brit. Med. J 2:670-672

    Josten JJ and Allen PM (1964)  The mode of action of lincomycin. Biochem. Biophys. Res. Comm. 14(3):241-244  PMID 5836512 

    Lovmar M and Tanel Tenson T (20013)  The mechanism of action of macrolides, lincosamides and streptogramin B Reveals the nascent peptide exit path in the ribosome. J. Molec. Microbol.  330(5): 1005-1014 

    Mason D.J. et al. (1962)  Lincomycin, a new antibiotic. I. Discovery and biological properties. Antimicrob. Agents Chemother. 1963:554

    Mason DJ and Lewis C (1964)  Biological activity of the lincomycin related antibiotics. Antimicrob. Agents Chemother. 10:7-12  PMID 14288036

    Moll B, Polsby L and Maliga P (1990)  Streptomycin and lincomycin resistances are selective plastid markers in cultured Nicotiana cells. Mol. Gen. Genet. 221 (2):245-250 

    Popescu-Pelin G et al (2018)  Lincomycin-embedded PANI-based coatings for biomedical applications. Appl. Surf. Sci. 455:653-666





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