• Piperacillin packaged and labeled.

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SKU: P017

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Description

Piperacillin is a semi-synthetic, extended spectrum fungistatic β-lactam fourth-generation ureidopenicillin.  It was developed by Toyama Chemical Co, Tokyo, Japan and is derived from Amppicillin.  It is commonly used in combination with the β -lactamase inhibitor Tazobactam.  It can also be used to study multidrug resistance.  Piperacillin is sparingly soluble in aqueous solution.

  • Piperacillin Sodium (P010)

    CAS Number

    61477-96-1

    Molecular Formula

    C23H27N5O7S

    Molecular Weight

    517.55

    Mechanism of Action

    β-lactams interfere with PBP (penicillin binding protein) activity involved in the final phase of peptidoglycan synthesis. PBP’s are enzymes which catalyze a pentaglycine crosslink between alanine and lysine residues providing additional strength to the cell wall. Without a pentaglycine crosslink, the integrity of the cell wall is severely compromised and ultimately leads to cell lysis and death. Resistance to β-lactams is commonly due to cells containing plasmid encoded β-lactamases.

    Storage Conditions

    2-8 °C

    Tariff Code

    2941.10.5000

    Spectrum

    Piperacillin is a broad-spectrum antibiotic targeting a wide range of susceptible Gram-positive and Gram-negative bacteria.  It targets both aerobic and anaerobic bacteria.  It can be used against Enterococcus species, Pseudomonas aeruginosa, and E. coli.

Applications

    Microbiology Applications

    Piperacillin is commonly used in clinical in vitromicrobiological antimicrobial susceptibility tests (panels, discs, and MIC strips) against Gram- positive and Gram-negative microbial isolates. Medical microbiologists use AST results to recommend antibiotic treatment options for infected patients. Representative MIC values include:

    • Neisseria spp. 0.015 µg/mL – 32 µg/mL
    • Bacteroides fragilis 0.25 µg/mL - 32 µg/mL

    For a representative list of Piperacillin MIC values, click here.

    It is commonly used in a mixture with the beta-lactamase inhibitor Tazobactam which enhances is effectiveness.

     

    Plant Biology Applications

    In vitro antibacterial activity of Piperacillin against Agrobacterium tumefaciens strains LBA4404 and EHA101 was examined and found to be effective in eliminating the bacteria involved in Agrobacterium-mediated plant genetic transformation (Ogawa and Mii, 2004).

Specifications

    Form

    Powder

    Appearance

    White crystalline powder

    Source

    Semi-synthetic

    Impurity Profile

    Related Substances:
    Impurity A: ≤ 1.0%
    Impurity B: ≤ 0.2%
    Impurity C: ≤ 0.4%
    Impurity D: ≤ 2.0%
    Ampicillin: ≤ 0.2%

    Water Content (Karl Fischer)

    2.0-4.0%

    pH

    2.0-4.5

    Optical Rotation

    +155° to +175°

    Assay

    (on dried basis): 96.0-103.0%

    Heavy Metals

    ≤ 0.002%

References

    References

    Ogawa Y and Mii M (2004)  Screening for highly active beta-lactam antibiotics against Agrobacterium tumefaciens. Arch. Microbiol. 181:331-336

    Pitout JD, Sanders CC, and Sanders WE (1997)  Antimicrobial resistance with focus on beta-lactam resistance in Gram-negative bacilli. Am. J. Med. 103:51

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