thienamycin
Sign in to saveThienamycin (also known as thienpenem) is one of the most potent naturally produced antibiotics known thus far, discovered in Streptomyces cattleya in 1976. Thienamycin has excellent activity against both Gram-positive and Gram-negative bacteria and is resistant to bacterial β-lactamase enzymes. Thienamycin is a zwitterion at pH 7.
Research
8,852 papers- Thienamycin: development of imipenen-cilastatin.The Journal of antimicrobial chemotherapy · 1983
- Carbapenems: past, present, and future.Antimicrobial agents and chemotherapy · 2011
- Imipenem-cilastatin: the first thienamycin antibiotic.Pediatric infectious disease · 1986
- Antibacterial activity of imipenem: the first thienamycin antibiotic.Reviews of infectious diseases · 1985
- A metallo-β-lactamase enzyme for internal detoxification of the antibiotic thienamycin.Scientific reports · 2021
via PubMed
Wikidata facts
- Mass
- 272.083078
Show 4 more facts
- chemical formula
- C₁₁H₁₆N₂O₄S
- isomeric SMILES
- C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCN)O
- canonical SMILES
- CC(C1C2CC(=C(N2C1=O)C(=O)O)SCCN)O
- Commons category
- Thienamycin
via Wikidata · CC0
~5 min read
Article
6 sectionsContents
- History
- Mechanism of action
- Biosynthesis
- Total synthesis
- Clinical use
- References
Thienamycin (also known as thienpenem) is one of the most potent naturally produced antibiotics known thus far, discovered in Streptomyces cattleya in 1976. Thienamycin has excellent activity against both Gram-positive and Gram-negative bacteria and is resistant to bacterial β-lactamase enzymes. Thienamycin is a zwitterion at pH 7.
==History== In 1976, fermentation broths obtained from the soil bacterium Streptomyces cattleya were found to be active in a screen for inhibitors of peptidoglycan biosynthesis. Initial attempts to isolate the active compound proved difficult due to its chemical instability. After many attempts and extensive purification, the material was finally isolated in >90% purity, allowing for the structural elucidation of thienamycin in 1979.