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Thienamycin, a new .BETA.-lactam antibiotic. I. Discovery, taxonomy, isolation and physical properties.
Open accessAbstract
A new beta-lactam antibiotic, named thienamycin, was discovered in culture broths of Streptomyces MA4297. The producing organism, subsequently determined to be a hitherto unrecognized species, is designated Streptomyces cattleya (NRRL 8057). The antibiotic was isolated by adsorption on Dowex 50, passage through Dowex 1, further chromatography on Dowex 50 and Bio-Gel P2, and final purification and desalting on XAD-2. Thienamycin is zwitterionic, has the elemental composition C11H16N2O4S (M.W. = 272.18) and possesses a distinctive UV absorption (lambda max = 297 nm, epsilon = 7,900). Its beta-lactam is unusually sensitive to hydrolysis above pH8 and to reaction with nucleophiles such as hydroxylamine, cysteine and, to a lesser degree, the primary amine of the antibiotic itself. The latter reaction results in accelerated inactivation at high antibiotic concentrations.
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Citations
Cited by
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Bush, K., & Bradford, P. A. (2016) · Cold Spring Harbor Perspectives in Medicine · doi:10.1101/cshperspect.a025247 · Cited by 1,412
The role of antibiotics and antibiotic resistance in nature
Aminov, R. I. (2009) · Environmental Microbiology · doi:10.1111/j.1462-2920.2009.01972.x · Cited by 687
Kropp, H., Sundelof, J. G., Hajdu, R., & Kahan, F. M. (1982) · Antimicrobial Agents and Chemotherapy · doi:10.1128/aac.22.1.62 · Cited by 339
Self-citationCovalent Inhibition in Drug Discovery
Ghosh, A. K., Samanta, I., Mondal, A., & Liu, W. R. (2019) · ChemMedChem · doi:10.1002/cmdc.201900107 · Cited by 265
Metadata
- Authors
- KAHAN, J. S., KAHAN, F. M., GOEGELMAN, R., CURRIE, S. A., JACKSON, M., STAPLEY, E. O., MILLER, T. W., MILLER, A. K., HENDLIN, D., MOCHALES, S., HERNANDEZ, S., WOODRUFF, H. B., & BIRNBAUM, J.
- Venue
- The Journal of Antibiotics
- Published
- 1979
- Volume
- 32
- Issue
- 1
- Pages
- 1-12
- ISSN
- 0021-8820 (ISSN-L)
- 1881-1469
- OpenAlex
- W1986401742
- Cited by
- 514
- References
- 0
- FWCI
- 23.34
- Type
- journal article
- Language
- en
- Open access
- bronze
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- CoChat. (2026). Citation check: Thienamycin, a new .BETA.-lactam antibiotic. I. Discovery, taxonomy, isolation and physical properties. https://app.cochat.ai/papers/10.7164/antibiotics.32.1
- The paper
- KAHAN, J. S., KAHAN, F. M., GOEGELMAN, R., CURRIE, S. A., JACKSON, M., STAPLEY, E. O., MILLER, T. W., MILLER, A. K., HENDLIN, D., MOCHALES, S., HERNANDEZ, S., WOODRUFF, H. B., & BIRNBAUM, J. (1979). Thienamycin, a new .BETA.-lactam antibiotic. I. Discovery, taxonomy, isolation and physical properties. The Journal of Antibiotics. https://doi.org/10.7164/antibiotics.32.1
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
