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Merck

C1389

Sigma-Aldrich

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 de CAS:
Peso molecular:
422.36
Beilstein:
5722128
Número CE:
Número MDL:
Código UNSPSC:
51282413
ID de la sustancia en PubChem:
NACRES:
NA.76

origen biológico

synthetic (chemical)

Nivel de calidad

Análisis

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

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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
  • 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

Acciones bioquímicas o fisiológicas

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

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

For additional information on our range of Biochemicals, please complete this form.
Keep container tightly closed in a dry and well-ventilated place.

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Referencia del producto
Descripción
Precios

Pictogramas

Health hazard

Palabra de señalización

Danger

Frases de peligro

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


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Visite la Librería de documentos

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
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
Benjamin Bardiaux et al.
Structure (London, England : 1993), 27(7), 1082-1093 (2019-05-06)
Bacterial type 4a pili are dynamic surface filaments that promote bacterial adherence, motility, and macromolecular transport. Their genes are highly conserved among enterobacteria and their expression in enterohemorrhagic Escherichia coli (EHEC) promotes adhesion to intestinal epithelia and pro-inflammatory signaling. To
Jiachuan Pan et al.
PloS one, 7(9), e45778-e45778 (2012-10-03)
Bacteria are well known to form dormant persister cells that are tolerant to most antibiotics. Such intrinsic tolerance also facilitates the development of multidrug resistance through acquired mechanisms. Thus persister cells are a promising target for developing more effective methods

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