Thienamycin

• CAT Number: R062324
• CAS Number: 59995-64-1
• Molecular Formula: C11H16N2O4S
• Molecular Weight: 272.319
• Purity: ≥95%
• Storage: Room temperature
• IUPAC Name: (5R,6S)-3-(2-aminoethylsulfanyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• InChI: InChI=1S/C11H16N2O4S/c1-5(14)8-6-4-7(18-3-2-12)9(11(16)17)13(6)10(8)15/h5-6,8,14H,2-4,12H2,1H3,(H,16,17)/t5-,6-,8-/m1/s1
• InChIKey: WKDDRNSBRWANNC-ATRFCDNQSA-N
• SMILES: CC(C1C2CC(=C(N2C1=O)C(=O)O)SCCN)O

Thienamycin (CAT: R0623241) is a naturally occurring antibiotic produced by the bacteria Streptomyces cattleya. It is a member of the beta-lactam family of antibiotics, which also includes penicillins and cephalosporins. Thienamycin is structurally distinct from other beta-lactam antibiotics, as it contains a thiazolidine ring in addition to the beta-lactam ring. It is a broad-spectrum antibiotic with activity against both Gram-positive and Gram-negative bacteria, including some strains that are resistant to other antibiotics. Thienamycin is used clinically to treat a variety of bacterial infections, including those caused by Pseudomonas aeruginosa and other multidrug-resistant bacteria.

Reference

1.Kahan, J. S., et al. "Thienamycin, a new β-lactam antibiotic I. Discovery, taxonomy, isolation and physical properties." The Journal of antibiotics 32.1 (1979): 1-12.
2.Bradley, J. S., et al. "Carbapenems in clinical practice: a guide to their use in serious infection." International journal of antimicrobial agents 11.2 (1999): 93-100.
3.Spratt, Brian G., Vinay Jobanputra, and Willy Zimmermann. "Binding of thienamycin and clavulanic acid to the penicillin-binding proteins of Escherichia coli K-12." Antimicrobial agents and chemotherapy 12.3 (1977): 406-409.