An internal standard for the quantification of piperacillin
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Piperacillin-d5

Item No. 25431

Technical Information
Formal Name
(2S,5R,6R)-6-((R)-2-(4-(ethyl-d5)-2,3-dioxopiperazine-1-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular Formula
C23H22D5N5O7S
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
A solid
DMSO: Slightly solubleEthanol: Slightly solubleMethanol: Slightly soluble
SMILES
CC1(C)[C@H](C(O)=O)N2C([C@@H](NC([C@@H](C3=CC=CC=C3)NC(N4C(C(N(C([2H])([2H])C([2H])([2H])[2H])CC4)=O)=O)=O)=O)[C@@]2([H])S1)=O
InChi Code
InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1/i1D3,4D2
InChi Key
IVBHGBMCVLDMKU-NQKCGXCASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    Add

    Add

    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    Piperacillin-d5 is intended for use as an internal standard for the quantification of piperacillin (Item No. 20766) by GC- or LC-MS. Piperacillin is a broad-spectrum β-lactam antibiotic of the penicillin class.1,2 It is active against Gram-negative and Gram-positive bacteria, including Enterococcus species, E. coli, and P. mirabilis (MIC50s = 0.5-2 µg/ml) as well as gentamicin-susceptible and -resistant strains of P. aeruginosa (MIC50s = 8 and 125 µg/ml, respectively).2 In a mouse model of systemic infection, piperacillin is active against P. aeruginosa 46220 when used alone or in combination with tazobactam (Item No. 25679; ED50s = 1.58 and 1.34 mg/animal, respectively).3 In the same model, it is less active against P. aeruginosa 46220 DR-2, which contains constitutively active β-lactamase, when used alone than when used in combination with tazobactam (ED50s = >20 and 4.39 mg/animal, respectively). Formulations containing piperacillin in combination with tazobactam have been used in the treatment of moderate-to-severe bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Drawz, S.M., and Bonomo, R.A. Three decades of β-lactamase inhibitors. Clin. Microbiol. Rev. 23(1), 160-201 (2010).

    2. White, G.W., Malow, J.B., Zimelis, V.M., et alComparative in vitro activity of azlocillin, ampicillin, mezlocillin, piperacillin, and ticarcillin, alone and in combination with an aminoglycoside. Antimicrob. Agents Chemother. 15(4), 540-543 (1979).

    3. Nishida, K., Higashitani, F., and Hyodo, A. Superior effect of tazobactam/piperacillin compared to piperacillin on β-lactamase-producing Pseudomonas aeruginosa. Chemotherapy 43(3), 171-178 (1997).