C1389
Carbenicillin disodium salt
89.0-100.5% anhydrous basis
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Synonym(s):
Carbenicillin, Disodium carbenicillin, α-Carboxybenzylpenicillin disodium salt
Empirical Formula (Hill Notation):
C17H16N2Na2O6S
CAS Number:
Molecular Weight:
422.36
Beilstein:
5722128
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:
NACRES:
NA.76
Recommended Products
biological source
synthetic (chemical)
Quality Level
Assay
89.0-100.5% anhydrous basis
form
powder
storage condition
(Tightly closed. Dry. Keep locked up or in an area accessible only to qualified or authorized )
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
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
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
InChI key
RTYJTGSCYUUYAL-YCAHSCEMSA-L
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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.
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
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.
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
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
Storage and Stability
Tightly closed. Dry. Keep locked up or in an area accessible only to qualified or authorized
Analysis Note
Stable at 37 °C for 3 days
Other Notes
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Keep container tightly closed in a dry and well-ventilated place.
comparable product
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Resp. Sens. 1 - Skin Sens. 1
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
监管及禁止进口产品
Certificates of Analysis (COA)
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Boris Rodenko et al.
Nature protocols, 1(3), 1120-1132 (2007-04-05)
Major histocompatibility complex (MHC) class I molecules present peptide ligands on the cell surface for recognition by appropriate cytotoxic T cells. MHC-bound peptides are critical for the stability of the MHC complex, and standard strategies for the production of recombinant
Edward Avilés et al.
Organic letters, 12(22), 5290-5293 (2010-10-23)
Monamphilectine A (1), a new diterpenoid β-lactam alkaloid showing potent antimalarial activity, was isolated in milligram quantities following bioassay-directed extraction of a Puerto Rican marine sponge Hymeniacidon sp. Its structure, established by interpretation of spectral data, was confirmed unequivocally by
Sua Lee et al.
Frontiers in immunology, 12, 778829-778829 (2021-12-07)
Since the coronavirus disease outbreak in 2019, several antibody therapeutics have been developed to treat severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infections. Antibody therapeutics are effective in neutralizing the virus and reducing hospitalization in patients with mild and moderate
J Steinmann et al.
Euro surveillance : bulletin Europeen sur les maladies transmissibles = European communicable disease bulletin, 16(33) (2011-08-30)
We describe the epidemiology and characteristics of the pathogen and patients (n=7) associated with an outbreak of a carbapenem-resistant Klebsiella pneumoniae (CRKP) strain in a German university hospital from July 2010 to January 2011. Species identification and detection of carbapenem
Catherine Kaminski et al.
Critical care (London, England), 15(2), R112-R112 (2011-04-13)
Although Pseudomonas aeruginosa is a leading pathogen responsible for ventilator-associated pneumonia (VAP), the excess in mortality associated with multi-resistance in patients with P. aeruginosa VAP (PA-VAP), taking into account confounders such as treatment adequacy and prior length of stay in
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