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484400

Sigma-Aldrich

Nitrocefin

≥95% (UV), solid, β-lactamase substrate, Calbiochem®

Synonym(s):

Nitrocefin, 3-(2,4-Dinitrostyryl)-(6R, 7R)-7-(2-thienylacetamido)-ceph-3-em-4-carboxylic Acid, E-isomer

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About This Item

Empirical Formula (Hill Notation):
C21H16N4O8S2
CAS Number:
Molecular Weight:
516.50
UNSPSC Code:
12352200
NACRES:
NA.21

product name

Nitrocefin, A chromogenic β-lactamase substrate that undergoes distinctive color change from yellow as the amide bond in the β-lactam ring is hydrolyzed by β-lactamase.

Quality Level

Assay

≥95% (UV)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

orange-yellow

shipped in

ambient

storage temp.

−20°C

InChI

1S/C21H16N4O8S2/c26-16(9-14-2-1-7-34-14)22-17-19(27)23-18(21(28)29)12(10-35-20(17)23)4-3-11-5-6-13(24(30)31)8-15(11)25(32)33/h1-8,17,20H,9-10H2,(H,22,26)(H,28,29)/b4-3+/t17-,20-/m1/s1

InChI key

LHNIIDJCEODSHA-OQRUQETBSA-N

General description

A chromogenic β-lactamase substrate that undergoes distinctive color change from yellow (λmax = 390 nm at pH 7.0) to red (λmax = 486 nm at pH 7.0) as the amide bond in the β-lactam ring is hydrolyzed by β-lactamase. Nitrocefin is sensitive to hydrolysis by all known lactamases produced by Gram-positive and Gram-negative bacteria. Also useful for the detection of β-lactamase patterns from bacterial cell extracts by isoelectric focusing. Has been used in competitive inhibition studies in developmental work on β-lactamase-resistant antibiotics.

Packaging

Packaged under inert gas

Warning

Toxicity: Flammable (J)

Preparation Note

Preparing a Nitrocefin (500 µg/ml) Solution

• Dissolve 1 mg Nitrocefin in 100 µl dimethylsulfoxide (DMSO) and vortex.

• Add 1.9 ml phosphate buffer (100 mM, pH 7) to produce 2 ml total volume.

• This yields a working Nitrocefin solution of 500 µg/ml (~1 mM), which is suitable for most applications.

• Nitrocefin, particularly in solution, is very sensitive to light.

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solution may be stored at -20°C for up to 2 weeks.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Guay, R., et al. 1980. IRCS Med. Science 8, 209.
King, A., et al. 1980. Antimicrob. Agents Chemother. 17, 165.
Matthew, M., et al. 1975. J. Gen. Microbiol. 88, 169.
O’Callaghan, C.H., et al. 1972. Antimicrob. Agents Chemother. 1, 283.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

484400-5MG:
484400-0MG:
484400-100MG:
484400-MG:


Certificates of Analysis (COA)

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