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484400

Sigma-Aldrich

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.

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Synonym(s):
Nitrocefin, 3-(2,4-Dinitrostyryl)-(6R, 7R)-7-(2-thienylacetamido)-ceph-3-em-4-carboxylic Acid, E-isomer
Empirical Formula (Hill Notation):
C21H16N4O8S2
CAS Number:
Molecular Weight:
516.50

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

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This Item
487500203783219475
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.

484400

Nitrocefin

p-Nitrophenyl-β-D-glucuronide Chromogenic substrate for β-glucuronidase (Km = ~0.22 mM).

487500

p-Nitrophenyl-β-D-glucuronide

CENTA β-Lactamase Substrate CENTA β-Lactamase Substrate, CAS 9073-60-3, is a chromogenic β-lactamase substrate for both Gram-negative and Gram-positive bacteria.

219475

CENTA β-Lactamase Substrate

form

solid

form

solid

form

solid

form

powder

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

storage condition

OK to freeze

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

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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