C1389
Carbenicillin disodium salt
89.0-100.5% anhydrous basis
Sinónimos:
Carbenicillin, Disodium carbenicillin, α-Carboxybenzylpenicillin disodium salt
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About This Item
Fórmula empírica (notación de Hill):
C17H16N2Na2O6S
Número CAS:
Peso molecular:
422.36
UNSPSC Code:
51282413
NACRES:
NA.76
PubChem Substance ID:
EC Number:
225-360-8
Beilstein/REAXYS Number:
5722128
MDL number:
Nombre del producto
Carbenicillin disodium salt, 89.0-100.5% anhydrous basis
InChI key
RTYJTGSCYUUYAL-YCAHSCEMSA-L
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
SMILES string
[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
biological source
synthetic (chemical)
assay
89.0-100.5% anhydrous basis
form
powder
color
white to off-white
solubility
H2O: 50 mg/mL
antibiotic activity spectrum
Gram-negative bacteria
Gram-positive bacteria
mode of action
cell wall synthesis | interferes
storage temp.
2-8°C
Quality Level
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Analysis Note
Stable at 37 °C for 3 days
Application
Carbenicillin disodium salt has been used:
- in the preparation of Luria-Bertani (LB) agar plates and media
- as a selective agent in the culture media to prevent the growth of bacterial contaminants
- in a study focused on the development of monoclonal antibodies
Biochem/physiol Actions
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
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.
Features and Benefits
- 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
General description
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.
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.
Other Notes
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Keep container tightly closed in a dry and well-ventilated place.
Preparation Note
Tightly closed. Dry. Keep locked up or in an area accessible only to qualified or authorized
signalword
Danger
hcodes
Hazard Classifications
Resp. Sens. 1 - Skin Sens. 1
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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