C1389

Carbenicillin disodium salt

89.0-100.5% anhydrous basis

• Sinónimos: Carbenicillin, Disodium carbenicillin, α-Carboxybenzylpenicillin disodium salt
• Fórmula empírica (notación de Hill): C₁₇H₁₆N₂Na₂O₆S
• Número de CAS: 4800-94-6
• Peso molecular: 422.36
• Beilstein: 5722128
• Número CE: 225-360-8
• Número MDL: MFCD00077683
• Código UNSPSC: 51282413
• ID de la sustancia en PubChem: 24892409
• NACRES: NA.76

Propiedades

• origen biológico: synthetic (chemical)
• Nivel de calidad: 200
• Ensayo: 89.0-100.5% anhydrous basis
• Formulario: powder
• color: white to off-white
• solubilidad: H₂O: 50 mg/mL
• espectro de actividad antibiótica: Gram-negative bacteria; Gram-positive bacteria
• Modo de acción: cell wall synthesis | interferes
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [Na+].[Na+].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.2Na/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);;/q;2*+1/p-2/t9?,10-,11+,14-;;/m1../s1
• Clave InChI: RTYJTGSCYUUYAL-YCAHSCEMSA-L

Descripción

Descripción general

Carbenicillin is a semi-synthetic, broad-spectrum carboxypenicillin antibiotic with bactericidal and beta-lactamase resistant activity. It is a broad-spectrum antibiotic, meaning that it is effective against a wide range of bacteria, including both Gram-positive and Gram-negative bacteria. Carbenicillin is particularly useful against Pseudomonas aeruginosa, a Gram-negative bacterium that is often resistant to other antibiotics.

Carbenicillin is commonly used in cell biology applications to prevent the growth of bacterial contaminants. It is also used in microbiology to select for bacteria that have been transformed with a vector harboring the gene encoding beta-lactamase, which makes them resistant to carbenicillin.

Aplicación

Carbenicillin disodium salt has been used:

• in the preparation of Luria-Bertani (LB) agar plates and media[1]
• as a selective agent in the culture media to prevent the growth of bacterial contaminants[2]
• in a study focused on the development of monoclonal antibodies[3]

Acciones bioquímicas o fisiológicas

Mode of Action: Carboxypenicillin antibiotic that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane.


Antimicrobial spectrum: Active against Gram-positive and Gram-negative bacteria

Carbenicillin acylates the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation prevents the cross-linkage of peptidoglycan strands, thereby inhibiting the third and last stage of bacterial cell wall synthesis. This leads to incomplete bacterial cell wall synthesis and eventually causes cell lysis.

Características y beneficios

• Broad-spectrum antibiotic with bactericidal and beta-lactamase resistant activity
• Effective against a wide range of bacteria, including Pseudomonas aeruginosa
• Commonly used in Cell Biology and Biochemical applications
• Offers greater stablility than ampicillin

Almacenamiento y estabilidad

Tightly closed. Dry. Keep locked up or in an area accessible only to qualified or authorized

Nota de análisis

Stable at 37 °C for 3 days

Otras notas

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Keep container tightly closed in a dry and well-ventilated place.

Información de seguridad

• Pictogramas: GHS08
• Palabra de señalización: Danger
• Frases de peligro: H317,H334
• Consejos de prudencia: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Clasificaciones de peligro: Resp. Sens. 1 - Skin Sens. 1
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 2
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Faceshields, Gloves