An indicator of β-lactamase activity
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Nitrocefin

Item No. 15424

Technical Information
Formal Name
(6R)-3-[(1E)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7R-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number
41906-86-9
Synonyms
  • Nitrocephin
Molecular Formula
C21H16N4O8S2
Formula Weight
Purity
≥90%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/ml
SMILES
O=C(O)C1=C(CS[C@@]([C@@H]2NC(CC3=CC=CS3)=O)([H])N1C2=O)/C=C/C4=CC=C([N+]([O-])=O)C=C4[N+]([O-])=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Nitrocefin is a chromogenic cephalosporin substrate commonly used to detect β-lactamases in bacteria.1,2,3 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.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. O'Callaghan, C.H., Morris, A., Kirby, S.M., et alNovel method for detection of β-lactamases by using a chromogenic cephalosporin substrate. Antimicrob. Agents Chemother. 1(4), 283-288 (1972).

    2. Parr, T.R., Jr., Pai, C.H., and Bryan, L.E. Simple screening method for β-lactamase-positive and -negative ampicillin-resistant Haemophilus influenzae isolates. J. Clin. Microbiol. 20(1), 131-132 (1984).

    3. Coudron, P.E., Moland, E.S., and Sanders, C.C. Occurrence and detection of extended-spectrum β-lactamases in members of the family Enterobacteriaceae at a veterans medical center: Seek and you may find. J. Clin. Microbiol. 35(10), 2593-2597 (1997).