2. Anti-infection
  3. Fungal
  4. 41906-86-9

41906-86-9

Nitrocefin Chemical Structure

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
HY-108913 Nitrocefin 92.27% 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.
HY-108913R 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.

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]

Keywords:

NitrocefinNitrocefin (Standard)