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C1613

Sigma-Aldrich

Carbenicillin

Ready Made Solution, 100 mg/mL in ethanol/water, 0.2 μm filtered

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Synonym(s):
α-Carboxybenzylpenicillin solution
Empirical Formula (Hill Notation):
C17H18N2O6S
Molecular Weight:
378.40
MDL number:
PubChem Substance ID:
NACRES:
NA.85

Quality Level

sterility

0.2 μm filtered

form

liquid

concentration

100 mg/mL in ethanol/water

solubility

H2O: 100 mg/mL
ethanol: 100 mg/mL

suitability

suitable for testing specifications (Bacteriostatic (cell type) E. Coli DH5a, result: pass)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

shipped in

wet ice

storage temp.

−20°C

SMILES string

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/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)/t9?,10-,11+,14-/m1/s1

InChI key

FPPNZSSZRUTDAP-UWFZAAFLSA-N

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Show Differences

1 of 4

This Item
C9231C3416A9393
vibrant-m

C1613

Carbenicillin

-
vibrant-m

C9231

Carbenicillin disodium

-
vibrant-m

C3416

Carbenicillin disodium salt

Essential+ Grade
vibrant-m

A9393

Ampicillin

-
antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

liquid

form

solid

form

powder

form

solid

suitability

suitable for testing specifications (Bacteriostatic (cell type) E. Coli DH5a, result: pass)

suitability

-

suitability

-

suitability

-

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

General description

Chemical structure: ß-lactam

Application

Carbenicillin is used for selection of Ampicillin-resistant transformed cells. It is used to study the role of penicillin-sensitive transpeptidases in the process cell wall biosynthesis.

Biochem/physiol Actions

Carbenicillin is an ampicillin analog with structure related to benzyl penicillin. It is effective against Gram-negative bacteria and exhibits limited activity against Gram-positive bacteria. Carbenicillin binds and inhibits the enzymes involved in the synthesis of bacterial cell wall. Since carbenicillin is less sensitive to β-lactamases than ampicillin, it is effective against ampicillin-resistant bacteria. It has superior stability at low pH and acts as a selection agent. Effective concentration of carbenicillin: 50 to 100 μg/ml.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

pictograms

FlameHealth hazard

signalword

Danger

Hazard Classifications

Flam. Liq. 3 - Resp. Sens. 1 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

104.0 °F - closed cup

flash_point_c

40 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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For more than 40 years the author has been involved in research in the field of beta-lactam antibiotics. Much of this work was concerned with the development of the semisynthetic penicillins, following the isolation of the penicillin nucleus, 6-aminopenicillanic acid.
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The penicillin family of antibiotics remains an important part of our antimicrobial armamentarium. In general, these agents have bactericidal activity, excellent distribution throughout the body, low toxicity, and efficacy against infections caused by susceptible bacteria. The initial introduction of aqueous
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Expression of ampC, oprD, mexA, mexC, mexE, and mexX was studied in 25 Pseudomonas aeruginosa isolates from cystic fibrosis patients, including 14 isolates of the Liverpool epidemic strain. Overexpressed mexA or ampC and reduced oprD were associated with beta-lactam resistance.

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