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Issue 10, 2004
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Aldehyde detection by chromogenic/fluorogenic oxime bond fragmentation

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Abstract

Amination of 4-nitrophenol, umbelliferone and 4-methylumbelliferone gave the corresponding oxyamines 1–3. These oxyamines react with aldehydes and ketones to form oximes. In the case of aliphatic aldehydes and electron-poor aromatic aldehydes, the oximes undergo base-catalyzed fragmentation in aqueous buffer in the presence of bovine serum albumin to give the parent phenols, which is the acyclic analog of Kemp's elimination reaction of 5-nitrobenzisoxazole 28. The process can be used as a spectrophotometric assay for formaldehyde under aqueous neutral conditions.

Graphical abstract: Aldehyde detection by chromogenic/fluorogenic oxime bond fragmentation

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Publication details

The article was received on 09 Jan 2004, accepted on 18 Mar 2004 and first published on 15 Apr 2004


Article type: Paper
DOI: 10.1039/B400314D
Citation: Org. Biomol. Chem., 2004,2, 1471-1475
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    Aldehyde detection by chromogenic/fluorogenic oxime bond fragmentation

    S. Salahuddin, O. Renaudet and J. Reymond, Org. Biomol. Chem., 2004, 2, 1471
    DOI: 10.1039/B400314D

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