Penams
From Proteopedia
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<StructureSection load='' size='340' side='right' caption='Caption for this structure' scene='10/1038837/Cv/1'> | <StructureSection load='' size='340' side='right' caption='Caption for this structure' scene='10/1038837/Cv/1'> | ||
| - | 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.<ref name="a1">PMID:5219821</ref> Due to ring strain and limitations on amide resonance, the structure is unstable and highly susceptible to catalytic cleavage at the amide bond.<ref>doi:10.1093/actrade/9780198759775.003.0005</ref> <scene name='10/1038837/Cv/3'>Benzylpenicillin (penicillin G)</scene> is the natural product parent that contains the penam structure. The β-lactam ring is in salmon. See also [https://en.wikipedia.org/wiki/Penam Penam]. | + | '''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.<ref name="a1">PMID:5219821</ref> Due to ring strain and limitations on amide resonance, the structure is unstable and highly susceptible to catalytic cleavage at the amide bond.<ref>doi:10.1093/actrade/9780198759775.003.0005</ref> <scene name='10/1038837/Cv/3'>Benzylpenicillin (penicillin G)</scene> is the natural product parent that contains the penam structure. The β-lactam ring is in salmon. See also [https://en.wikipedia.org/wiki/Penam Penam]. |
*[[Ampicillin]] | *[[Ampicillin]] | ||
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References
- ↑ 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
- ↑ doi: https://dx.doi.org/10.1093/actrade/9780198759775.003.0005
