Carbenicillin is a member of the penicillin β-lactam antibiotics. However, unlike most β-lactams, carbenicillin disodium is limited to primarily gram-negative bacteria including Pseudomonas aeruginosa and common enteric species. It can be used in selection protocols and is often preferred over ampicillin due to its increased stability. This allows for less contamination of unwanted bacterial colonies. In addition, carbenicillin has been used to regulate bacterial growth in plants, yielding low regeneration frequencies. It can be used in genetic transformation applications to select for AmpR transformed cells.
Penicillins are a type of β-lactam antibiotic consisting of a four-membered β-lactam ring bound to a five-membered thiazolidine ring. This two-ring system causes distortion of the β-lactam amide bond, resulting in decreased resonance stabilization and increased reactivity. β-lactams inhibit the formation of peptidoglycan cross-links within bacterial cell walls by targeting penicillin-binding proteins or PBPs. Consequently, the bacterial cell wall becomes weak and cytolysis occurs. Resistance to β-lactam antibiotics occurs in the presence of cells containing plasmid encoded extended spectrum β-lactamases or ESBLs.
Antibiotics are often used in clinical in vitro tests known as antimicrobial susceptibility tests or ASTs to determine their efficacy against certain bacterial species. They are tested against gram-negative and gram-positive bacteria using panels, discs, and MIC strips by medical microbiologists. ASTs decrease the risk of using an antibiotic against bacteria exhibiting resistance to it, and the results are used in clinical settings to determine which antibiotic(s) to prescribe for various infections.
TESTED AGAINST BOTH SENSITIVE AND RESISTANT CELLS.
MW: 422.36 g/mol
Handling/Storage: Store desiccated at -20°C. Soluble in water.
PubChem Chemical ID: 20933