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Merck

C1613

Carbenicillin

Ready Made Solution, 100 mg/mL in ethanol/water

Synonyme(s) :

α-Carboxybenzylpenicillin solution

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A propos de cet article

Formule empirique (notation de Hill) :
C17H18N2O6S
Poids moléculaire :
378.40
NACRES:
NA.85
PubChem Substance ID:
24892425
UNSPSC Code:
51282404
MDL number:
MFCD00242604

Principaux documents

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Nom du produit

Carbenicillin, Ready Made Solution, 100 mg/mL in ethanol/water

InChI key

FPPNZSSZRUTDAP-UWFZAAFLSA-N

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

form

liquid
ready-to-use solution

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

Quality Level

200

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Catégories apparentées

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.

General description

Chemical structure: ß-lactam

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
GHS02,GHS08

signalword

Danger

Hazard Classifications

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

Classe de stockage

3 - Flammable liquids

wgk

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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Certificats d'analyse (COA)

Lot/Batch Number
0000366369
0000209011
0000366369
0000209011
0000161550

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Consulter la Bibliothèque de documents

Andrea Brenna et al.
AMB Express, 4, 43-43 (2014-06-21)
Agrobacterium tumefaciens-mediated transformation is a powerful tool for reverse genetics and functional genomic analysis in a wide variety of plants and fungi. Tuber spp. are ecologically important and gastronomically prized fungi ("truffles") with a cryptic life cycle, a subterranean habitat
G N Rolinson
The Journal of antimicrobial chemotherapy, 41(6), 589-603 (1998-08-01)
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.
A J Wright
Mayo Clinic proceedings, 74(3), 290-307 (1999-03-25)
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
Maria Tomás et al.
Antimicrobial agents and chemotherapy, 54(5), 2219-2224 (2010-03-03)
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.
Emily K Davenport et al.
Antimicrobial agents and chemotherapy, 58(8), 4755-4761 (2014-06-11)
We investigated biofilms of two pathogens, Acinetobacter baumannii and Staphylococcus aureus, to characterize mechanisms by which the extracellular polymeric substance (EPS) found in biofilms can protect bacteria against tobramycin exposure. To do so, it is critical to study EPS-antibiotic interactions
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