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C1389

Sigma-Aldrich

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/REAXYS Number:
5722128
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.76

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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This Item
C3416C9231P3032
Carbenicillin disodium salt 89.0-100.5% anhydrous basis

C1389

Carbenicillin disodium salt

-
Carbenicillin disodium salt BioReagent, suitable for plant cell culture

C3416

Carbenicillin disodium salt

Essential+ Grade
Carbenicillin disodium meets USP testing specifications

C9231

Carbenicillin disodium

-
Penicillin G sodium salt powder, BioReagent, suitable for cell culture

P3032

Penicillin G sodium salt

-
mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

solid

form

powder

assay

89.0-100.5% anhydrous basis

assay

-

assay

-

assay

-

biological source

synthetic (chemical)

biological source

-

biological source

-

biological source

-

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.

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

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

Analysis Note

Stable at 37 °C for 3 days

Other Notes

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

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

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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