Penams

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Penams are the primary skeleton structures that define the penicillin subclass of the broader β-lactam family of antibiotics and related compounds. They are bicyclic ring systems containing a β-lactam moiety fused with a five-member thiazolidine ring.[1] Due to ring strain and limitations on amide resonance, the structure is unstable and highly susceptible to catalytic cleavage at the amide bond.[2] is the natural product parent that contains the penam structure. The β-lactam ring is in salmon. See also Penam.

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ReferencesReferences

  1. Tipper DJ, Strominger JL. Mechanism of action of penicillins: a proposal based on their structural similarity to acyl-D-alanyl-D-alanine. Proc Natl Acad Sci U S A. 1965 Oct;54(4):1133-41. PMID:5219821 doi:10.1073/pnas.54.4.1133
  2. doi:10.1093/actrade/9780198759775.003.0005

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