A cephalosporin antibiotic that inactivates PBP3
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Cephalexin

Item No. 9002009

Technical Information
Formal Name
(6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number
15686-71-2
Synonyms
  • Cefalexin
Molecular Formula
C16H17N3O4S
Formula Weight
Purity
≥95%
A crystalline solid
1 M NH4OH: 25 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
205, 265 nm
SMILES
O=C(N[C@@H]1C(N2[C@]1([H])SCC(C)=C2C(O)=O)=O)[C@H](N)C3=CC=CC=C3
InChi Code
InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
InChi Key
ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cephalexin is a cephalosporin antibiotic that is active against most Gram-positive cocci, including penicillinase-producing Staphylococci, and against Gram-negative bacteria such as N. gonorrhoeae, E. coli, K. pneumonia, Salmonellae, Shigella, and some strains of H. influenza.1 It is not effective against Proteus species, Pseudomonas, or mycobacteria.1 Cephalexin specifically inactivates penicillin-binding protein (PBP) 3, which is essential for bacterial cell wall synthesis.2 It has been combined with antibiotics that preferentially target alternate PBP isotypes as a strategy to combat drug-resistant bacteria.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bailey, A., Walker, A., Hadley, A., et alCephalexin. A new oral antibiotic. Torax. 20(1), 15-19 (1971).

    2. Iwai, N., Nagai, K., and Wachi, M. Novel S-benzylisothiourea compound that induces spherical cells in Escherichia coli probably by acting on a rod-shape-determining protein(s) other than penicillin-binding protein 2. Biosci. Biotechnol. Biochem. 66(12), 2658-2662 (2002).

    3. Sarkar, S.K., Dutta, M., Kumar, A., et alSub-inhibitory cefsulodin sensitization of E. coli to ß-lactams is mediated by PBP1b inhibition. PLoS One 7(11), (2012).