Nitrocefin Struktur

Nitrocefin

Bezeichnung:Nitrocefin

CAS-Nr41906-86-9

Englisch Name:Nitrocefin

CBNumberCB1322600

SummenformelC21H16N4O8S2

Molgewicht516.5

MOL-Datei41906-86-9.mol

Nitrocefin physikalisch-chemischer Eigenschaften

Schmelzpunkt	103-113° (dec); mp 167-169° (dec) (Lee)
alpha	D20 -224° (c = 1.0 in dioxane)
Siedepunkt	872.0±65.0 °C(Predicted)
Dichte	1.67±0.1 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2) (1:20): 0.04 mg/ml
Aggregatzustand	A crystalline solid
pka	2.50±0.50(Predicted)
Farbe	Yellow to orange
Stabilität	Hygroscopic, Unstable in Solution

Sicherheit

HS Code

29349990

Gefahreninformationscode (GHS)

Nitrocefin Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
The generation of β-lactamases by bacteria affords resistance to several classes of β-lactam antibiotics, including penicillins and cephalosporins. Nitrocefin is a chromogenic cephalosporin substrate commonly used to detect β-lactamases in bacteria. The presence of β-lactamase activity is indicated by the appearance of a red color that is proportional in intensity to the original concentration of nitrocefin.
Chemische Eigenschaften
Nitrocefin is the chromogenic cephalosporin that acts as an excellent β-lactamase substrate. It exhibits a rapid distinctive color change from yellow (max at pH 7.0 = 390 nm) to red (max at pH 7.0 = 486 nm) as the amide bond in the beta-lactam ring is hydrolyzed by a β-lactamase. It is sensitive to hydrolysis by all known lactamases produced by Gram-positive and Gram-negative bacteria.
Nitrocefin (Yellow) --β-lactamase-->Product (Red) (OD486nm)
Solution preparation and color change before and after β-lactamase exposure

(A) Concentrated nitrocefin (10.0 mg/mL) in DMSO before dilution with PBS buffer. (B) Nitrocefin diluted with PBS buffer to working concentration (1.0 mg/mL). The yellow color is indicative of intact, undegraded nitrocefin. (C) 25 units of betalactamase dropped on top of nitrocefin (1.0 mg/mL in PBS). The red color is the result of beta-lactamase mediated cleavage of the nitrocefin. (D) Vortexed mixture of contents shown in picture (C).
Verwenden
Nitrocefin is a chromogenic β-lactamase substrate that undergoes colour change from yellow to red as the amide bond in the β-Lactam ring is hydrolyzed by β-lactamase. Nitrocefin undergoes colour chang es induced by lactamases produced by Gram-positive and Gram-negative bacteria. Several studies have utilized the colour changing properties of Nitrocefin for the detection of β-lactamase activity from bacterial cell extracts by isoelectric focusing and spectroscopy. Nitrocefin has also been used in studies involving β-lactamase resistant antibiotics.
synthetische
Nitrocefin is a key reagent for high and low throughput assays of the activities of penicillin-binding proteins (PBPs) and β-lactamases, the former used for discovery of antibiotics and the latter for inhibitors of resistance determinants for β-lactam antibiotics. This compound is commercially available but is prohibitively expensive because of the circuitous routes to its synthesis. We describe herein a three-step synthesis of nitrocefin that gives an overall yield of 44%. This is a practical route to the synthesis of this key reagent for drug discovery.
A Practical Synthesis of Nitrocefin
Biologische Funktion
In determination of b-lactamase activity in biological samples.
Nitrocefin is a colorless or faint yellow cephalosporin antimicrobial that is hydrolyzed rapidly by most beta-lactamases.The hydrolysis product is pink.The bacterium to be tested is applied to a paper disk containing nitrocefin. A pink color developing within minutes (positive test) indicates a beta-lactamaseproducing bacterium.

Nitrocefin Upstream-Materialien And Downstream Produkte

Nitrocefin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

41906-86-9, Nitrocefin Verwandte Suche:

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