Fig. 5: Beta-Lactam Rings of Penicillins, Cephalosporins, Imipenem, and Clavulanate

Penicillins, monobactams, carbapenems, imipenems, and cephalosporins are known chemically as beta-lactam antibiotics because as part of their chemical structure they contain what is know as a beta-lactam ring. The above illustration shows the basic structure of penicillin, cephalosporin, imipenem, and clavulanate. R represents sites where different chemical side chains attach, depending on the particular antibiotic.

Some bacteria produce various beta-lactamases, enzymes that break the beta-lactam ring at the site indicated by the arrows, and are able to inactivate some forms of these drugs.

Clavulanate and sulbactam are drugs that resemble beta-lactam antibiotics. These agents are sometimes added to beta-lactam antibiotics to tie up and, therefore, inactivate the bacterial beta-lactamases.

Illustration of Beta-Lactam Rings of Penicillins, Cephalosporins, Imipenem, and Clavulanate.jpg by Gary E. Kaiser, Ph.D.
Professor of Microbiology, The Community College of Baltimore County, Catonsville Campus
This work is licensed under a Creative Commons Attribution 4.0 International License.
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Last updated: September, 2018
Please send comments and inquiries to Dr. Gary Kaiser