C1613

Carbenicillin

Ready Made Solution, 100 mg/mL in ethanol/water, 0.2 μm filtered

• Synonym(s): α-Carboxybenzylpenicillin solution
• Empirical Formula (Hill Notation): C₁₇H₁₈N₂O₆S
• Molecular Weight: 378.40
• MDL number: MFCD00242604
• UNSPSC Code: 51282404
• PubChem Substance ID: 24892425
• NACRES: NA.85

Properties

• sterility: 0.2 μm filtered
• form: liquid
• concentration: 100 mg/mL in ethanol/water
• solubility: H₂O: 100 mg/mL; ethanol: 100 mg/mL
• suitability: suitable for testing specifications (Bacteriostatic (cell type) E. Coli DH5a, result: pass)
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• Mode of action: cell wall synthesis | interferes
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CC1(C)S[C@@H]2[C@H](NC(=O)C(C(O)=O)c3ccccc3)C(=O)N2[C@H]1C(O)=O
• InChI: 1S/C17H18N2O6S/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25)/t9?,10-,11+,14-/m1/s1
• InChI key: FPPNZSSZRUTDAP-UWFZAAFLSA-N

Description

General description

Chemical structure: ß-lactam

Application

Carbenicillin is used for selection of Ampicillin-resistant transformed cells. It is used to study the role of penicillin-sensitive transpeptidases in the process cell wall biosynthesis.

Biochem/physiol Actions

Carbenicillin is an ampicillin analog with structure related to benzyl penicillin. It is effective against Gram-negative bacteria and exhibits limited activity against Gram-positive bacteria. Carbenicillin binds and inhibits the enzymes involved in the synthesis of bacterial cell wall. Since carbenicillin is less sensitive to β-lactamases than ampicillin, it is effective against ampicillin-resistant bacteria. It has superior stability at low pH and acts as a selection agent. Effective concentration of carbenicillin: 50 to 100 μg/ml.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

Safety Information

• Pictograms: GHS02,GHS08
• Signal Word: Danger
• Hazard Statements: H226,H317,H334
• Precautionary Statements: P210 - P233 - P240 - P241 - P280 - P303 + P361 + P353
• Hazard Classifications: Flam. Liq. 3 - Resp. Sens. 1 - Skin Sens. 1
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 104.0 °F - closed cup
• Flash Point(C): 40 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves