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Key Documents

C1613

Sigma-Aldrich

Carbenicillin

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

Sinonimo/i:

α-Carboxybenzylpenicillin solution

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About This Item

Formula empirica (notazione di Hill):
C17H18N2O6S
Peso molecolare:
378.40
Numero MDL:
MFCD00242604
Codice UNSPSC:
51282404
ID PubChem:
24892425
NACRES:
NA.85

Livello qualitativo

200

Sterilità

0.2 μm filtered

Forma fisica

liquid

Concentrazione

100 mg/mL in ethanol/water

Solubilità

H2O: 100 mg/mL
ethanol: 100 mg/mL

Compatibilità

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

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria

Modalità d’azione

cell wall synthesis | interferes

Condizioni di spedizione

wet ice

Temperatura di conservazione

−20°C

Stringa SMILE

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
FPPNZSSZRUTDAP-UWFZAAFLSA-N

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Descrizione generale

Chemical structure: ß-lactam

Applicazioni

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.

Azioni biochim/fisiol

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.

Altre note

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.

Pittogrammi

FlameHealth hazard
GHS02,GHS08

Avvertenze

Danger

Indicazioni di pericolo

H226,H317,H334

Classi di pericolo

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

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

104.0 °F - closed cup

Punto d’infiammabilità (°C)

40 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Sigma-Aldrich

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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
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.
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
Kunihiko Nishino et al.
Antimicrobial agents and chemotherapy, 54(5), 2239-2243 (2010-03-10)
NlpE, an outer membrane lipoprotein, functions during envelope stress responses in Gram-negative bacteria. In this study, we report that overproduction of NlpE increases multidrug and copper resistance through activation of the genes encoding the AcrD and MdtABC multidrug efflux pumps
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