title: Mimicking the active site of aldehyde dehydrogenases: stabilization of carbonyl hydrates through hydrogen bonds.
abstract: Aldehyde hydrates are important but highly unstable, transient intermediates in biological and synthetic oxidations to carboxylic acids. We here report N-oxides as the first class of chemical reagents capable of stabilizing such water adducts. This stabilizing effect (studied in solution and in the solid state) seems to be based on the formation of hydrogen bonds.
authors.affiliation: Fachbereich Chemie, Institut für Organische Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany. stark@chemie.uni-hamburg.de.
authors.forename: A J K
authors.initials: AJ
authors.lastname: Roth
authors.forename: M
authors.initials: M
authors.lastname: Tretbar
authors.forename: C B W
authors.initials: CB
authors.lastname: Stark
mesh_terms: D000444:Aldehyde Dehydrogenase / Q000737:chemistry* / Q000378:metabolism; D000447:Aldehydes / Q000737:chemistry* / Q000378:metabolism; D020134:Catalytic Domain; D006860:Hydrogen Bonding; D015394:Molecular Structure
chemical_list: D000447:Aldehydes; D000444:Aldehyde Dehydrogenase