Nitrocefin (>90%)

CAS: 41906-86-9

Ref. TR-N493815

Product Information

• Name: Nitrocefin (>90%)
• Synonyms: (6R,7R)-7-[[(E)-4-(2,4-dinitrophenyl)-2-thiophen-2-ylbut-3-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1E)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (6R,7R)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, [6R-[3(E),6α,7β]]-, Nitrocefin, (6R,7R)-3-[(1E)-2-(2,4-Dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Description

Stability Hygroscopic, Unstable in Solution
Applications 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 changes 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.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Yang, H., et al.: Biochem., 51, 3839 (2012); El, Z., et al.: J. Pure. Applied. Microbiol, 5, 511 (2011); Nguyen, H.M., et al.: J. Chem. Info. Modeling., 51, 3226 (2011);

• Brand: TRC

Chemical properties

• Molecular weight: 516.50
• Formula: C₂₁H₁₆N₄O₈S₂
• Purity: >90%
• Color/Form: Dark Yellow To Dark Red
• InChI: InChI=1S/C21H16N4O8S2/c26-18(22-17-19(27)23-14(21(28)29)7-9-35-20(17)23)13(16-2-1-8-34-16)6-4-11-3-5-12(24(30)31)10-15(11)25(32)33/h1-8,10,13,17,20H,9H2,(H,22,26)(H,28,29)/b6-4+/t13?,17-,20-/m1/s1
• SMILES: O=C(O)C1=CCS[C@@H]2[C@H](NC(=O)C(/C=C/c3ccc([N+](=O)[O-])cc3[N+](=O)[O-])c3cccs3)C(=O)N12