SKU: I002  / 
    CAS Number: 3380-34-5

    Irgasan (Triclosan)

    $33.92 - $104.39

    Irgasan (Triclosan) is a broad spectrum antibacterial agent that inhibits bacterial fatty acid synthesis.   Irgasan is slightly soluble in water and freely soluble in ethanol and methanol.

    Mechanism of Action

    Irgasan demonstrates a bacteriostatic effect by binding to the enoyl-acyl carrier protein reductase (enoyl-ACP), an enzyme involved in fatty acid synthesis. After forming a complex, nicotinamide adenine dinucleotide (NAD) binds and prevents enoyl-ACP from participating in the fatty acid synthesis cycle which inhibits bacterial cell growth.  Triclosan permeabilizes the bacterial envelope. 

    SpectrumGram-negative bacteria, Gram-positive bacteria, Fungi.
    Microbiology ApplicationsIrgasan is used as a media supplement in Pseudomonas and Yersinia isolation agars.

    During the 1990s, bacterial isolates with reduced susceptibility to Irgasan were produced in lab experiments by repeated exposure to sublethal concentrations.  Since 2000, a number of studies have verified resistance among dermal, intestinal, and environmental microorganisms.  (Yazdankhah, 2006).  Resistance in E. coli is acquired through a missense mutation in the fabl gene (Heath et al, 2010).

    Eukaryotic Cell Culture ApplicationsA widely used model for proliferative epidermis in tissue engineering are the HaCa T keratinocytes. The influence of Irgasan on the cell growth, viability, and proliferation of these keratinocytes was reviewed., since the formation of biofilms pose a serious difficulty in tissue replacement. Collagen-cell-attachment properties on the atelocollagen matrix were not affected by this biocide. Thus, sample type could serve as ‘antimicrobial substrates’, and play a role in the design of novel antimicrobial biomaterials suitable for tissue engineering. (Lopez-Garcia J et al, 2014).
    Molecular FormulaC12H7Cl3O2
    SolubilityBasic solution: Soluble
    Diethyl ether: Soluble
    Ethanol: Soluble
    Methanol: Soluble
    Water: Slightly soluble
    Impurity ProfileResidue on Ignition: ≤0.1%
    Heavy Metals: ≤0.002%
    References

    Heath RJ (2010) Mechanism of Triclosan Inhibition of Bacterial Fatty Acid Synthesis.  J. Biol. Chem. 274(16):11110-4.  PMID 10196195

    Lopez-Garcia J, Lehocky M, Humpolicek P, and Saha P (2014)  HaCa T Keratinocytes response on antimicrobial atelocollagen substrates: Extent of cytotoxicity, cell viability and proliferation. J. Funct. Biomater. 5(2):43-57


    Yazdankhah SP (2006) Triclosan and antimicrobial resistance in bacteria: An overview. Microb Drug Resist. 12(2):83-90  PMID 16922622

    MICCandida albicans| 10 - 33| 693| Candida guilliermondii| 10 - 33| 693| Candida parapsilosis| 30 - ?| 693| Candida tropicalis| 10 - ?| 693| Escherichia coli| 0.004 - ?| 136| Escherichia coli (ATCC 25922)| 0.13 - ?| 186| Escherichia coli (N)| 0.03 - ?| 186| Escherichia coli (TEM-1)| 0.03 - ?| 186| Haemophilus influenzae| ≤0.06 - ?| 1281| Salmonella typhimurium (L133)| 0.12 - ?| 1008| Salmonella typhimurium (SL1344)| 0.12 - ?| 1008| Staphylococcus aureus| ≤0.06 - ?| 1281| Staphylococcus aureus (ATCC 11632 + methicillin-susceptible)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 13301 + methicillin-susceptible)| 2 - ?| 186| Staphylococcus aureus (ATCC 14154 + methicillin-susceptible)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 33591 + methicillin-resistant)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 33592 + methicillin-susceptible)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 33593 + methicillin-resistant)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 33594 + methicillin-susceptible)| 4 - ?| 186| Staphylococcus aureus (ATCC 43300 + methicillin-susceptible)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 700698 + methicillin-resistant)| 0.063 - ?| 186| Staphylococcus aureus (ATCC 700787 + methicillin-resistant)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 700788 + methicillin-resistant)| ≤0.016 - ?| 186| Staphylococcus aureus (ATCC 700789 + methicillin-resistant)| <0.016 - ?| 186| Staphylococcus aureus (JSB20013)| 0.125 - ?| 748| Staphylococcus aureus (RN4220/tet(A)/pYH4)| 0.125 - ?| 748|