An irreversible inhibitor of β-lactamases
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Sulbactam

Item No. 15024

Technical Information
Formal Name
(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 4,4-dioxide
CAS Number
68373-14-8
Synonyms
  • CP 45,899
  • Penicillanic Acid Dioxide
Molecular Formula
C8H11NO5S
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O=C(C1)N2[C@]1([H])S(C(C)(C)[C@@H]2C(O)=O)(=O)=O
InChi Code
InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
InChi Key
FKENQMMABCRJMK-RITPCOANSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Sulbactam is a penicillanic acid sulfone that acts as an irreversible inhibitor of β-lactamases.1 It is effective against a wide variety of serine β-lactamases produced by common Gram-negative and Gram-positive aerobes and anaerobes.2,3,4 However, it is not effective against metallo-β-lactamases, cephalosporinases, or oxacillinases.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bush, K. β-Lactamase inhibitors from laboratory to clinic. Clin. Microbiol. Rev. 1(1), 109-123 (1988).

    2. Williams, J.D. β-Lactamase inhibition and in vitro activity of sulbactam and sulbactam/cefoperazone. Clin. Infect. Dis. 24(3), 494-497 (1997).

    3. Chaïbi, E.B., Sirot, D., Paul, G., et alInhibitor-resistant TEM β-lactamases: Phenotypic, genetic and biochemical characteristics. J. Antimicrob. Chemother. 43(4), 447-458 (1999).

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