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Tebipenem is a broad-spectrum carbapenem antibiotic. It is a potent inhibitor of multiple penicillin-binding proteins (PBPs) but primarily a Gram-negative PBP 2 inhibitor. It react with the highly active beta-lactamase to form enzyme-drug covalent complex that is hydrolyzed extremely slowly.
| Cas No. | 161715-21-5 |
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| Purity | ≥99% |
| Formula | C16H21N3O4S2 |
| Formula Wt. | 383.5 |
| Chemical Name | Tebipenem |
| IUPAC Name | (4R,5S,6S)-3-[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid |
| Synonym | 1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3-[[1-(4,5-dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, [4R-[4a,5b,6b(R*)]]-; LJC-11036; SPR994 |
| Solubility | DMSO (45 mg/mL) |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
E. Lacasse, E. Brouillette, A. Larose, e tal. In Vitro Activity of Tebipenem (SPR859) against Penicillin-Binding Proteins of Gram-Negative and Gram-Positive Bacteria. Antimicrob Agents Chemother. 63(4):e02181-18 2019.
S. Hazra, H. Xu, and J. S. Blanchard, Tebipenem, a new carbapenem antibiotic, is a slow substrate that inhibits the β-lactamase from Mycobacterium tuberculosis. Biochemistry.2014; 53(22):3671-8.