Thienamycin

  • CAT Number: R062324
  • CAS Number: 59995-64-1
  • Molecular Formula: C11H16N2O4S
  • Molecular Weight: 272.319
  • Purity: ≥95%
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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.

Catalog Number R062324
CAS Number 59995-64-1
Synonyms

(5R,6S)-3-[(2-Aminoethyl)thio]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid;?[5R-[5α,6α(R*)]]-3-[(2-Aminoethyl)thio]-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; (+)-Thienamycin

Molecular Formula

C11H16N2O4S

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
Reference

<span style=”color:#000000;”><span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”>1.Kahan, J. S., et al. &quot;Thienamycin, a new &beta;-lactam antibiotic I. Discovery, taxonomy, isolation and physical properties.&quot;&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>The Journal of antibiotics</i>&nbsp;32.1 (1979): 1-12.<br />
2.Bradley, J. S., et al. &quot;Carbapenems in clinical practice: a guide to their use in serious infection.&quot;&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>International journal of antimicrobial agents</i>&nbsp;11.2 (1999): 93-100.<br />
3.Spratt, Brian G., Vinay Jobanputra, and Willy Zimmermann. &quot;Binding of thienamycin and clavulanic acid to the penicillin-binding proteins of Escherichia coli K-12.&quot;&nbsp;<i style=”font-family: Arial, sans-serif; font-size: 13px;”>Antimicrobial agents and chemotherapy</i>&nbsp;12.3 (1977): 406-409.</span></span></span>

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