41906-86-9
Chemical Structure
Nitrocefin
- CAS No.: 41906-86-9
- Formula:C21H16N4O8S2
- Molecular Weight:516.50
IUPAC Name: (6R,7R)-3-((E)-2,4-dinitrostyryl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChIKey: LHNIIDJCEODSHA-OQRUQETBSA-N
SMILES: O=C(C(N12)=C(/C=C/C3=CC=C([N+]([O-])=O)C=C3[N+]([O-])=O)CS[C@]2([H])[C@H](NC(CC4=CC=CS4)=O)C1=O)O
Biological Activity: Nitrocefin is a highly activated, chromogenic cephalosporin derivative. Nitrocefin is a chromogenic β-lactamase substrate. Nitrocefin undergoes a distinctive color change from yellow to red as the amide bond in the β-lactam ring is hydrolyzed by β-lactamase. Nitrocefin is used in competitive inhibition studies in developmental work on β-lactamase-resistant antibiotics[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Nitrocefin | 98.92% | Nitrocefin is a highly activated, chromogenic cephalosporin derivative. Nitrocefin is a chromogenic β-lactamase substrate. Nitrocefin undergoes a distinctive color change from yellow to red as the amide bond in the β-lactam ring is hydrolyzed by β-lactamase. Nitrocefin is used in competitive inhibition studies in developmental work on β-lactamase-resistant antibiotics. | ||||||||||||||||||||
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Nitrocefin (Standard) | ≥98% | Nitrocefin (Standard) is the analytical standard of Nitrocefin. This product is intended for research and analytical applications. Nitrocefin is a chromogenic β-lactamase substrate that undergoes a distinctive color change from yellow to red as the amide bond in the β-lactam ring is hydrolyzed by β-lactamase. Nitrocefin is used in competitive inhibition studies in developmental work on β-lactamase-resistant antibiotics. | ||||||||||||||||||||
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References
- [1]. Lee M, et al. A practical synthesis of nitrocefin. J Org Chem. 2005 Jan 7;70(1):367-9. [Content Brief]
- [2]. Worthington RJ, et al. Overcoming resistance to β-lactam antibiotics. J Org Chem. 2013 May 3;78(9):4207-13. [Content Brief]
- [3]. O'Callaghan CH, et al. Novel method for detection of beta-lactamases by using a chromogenic cephalosporin substrate. Antimicrob Agents Chemother. 1972 Apr;1(4):283-8. [Content Brief]
- [4]. Chow C, et al. Blanchard JS. Kinetic characterization of hydrolysis of nitrocefin, cefoxitin, and meropenem by β-lactamase from Mycobacterium tuberculosis. Biochemistry. 2013 Jun 11;52(23):4097-104. [Content Brief]
