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Mechanism of anaerobic degradation of triethanolamine by a homoacetogenic bacterium
Authors:Speranza Giovanna  Morelli Carlo F  Cairoli Paola  Müller Britta  Schink Bernhard
Institution:Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, via Venezian 21, I-20133 Milano, Italy. giovanna.speranza@unimi.it
Abstract:Triethanolamine (TEA) is converted into acetate and ammonia by a strictly anaerobic, gram-positive Acetobacterium strain LuTria3. Fermentation experiments with resting cell suspensions and specifically deuterated substrates indicate that in the acetate molecule the carboxylate and the methyl groups correspond to the alcoholic function and to its adjacent methylene group, respectively, of the 2-hydroxyethyl unit of TEA. A 1,2 shift of a hydrogen (deuterium) atom from -CH2-O- to =N-CH2- without exchange with the medium was observed. This fact gives evidence that a radical mechanism occurs involving the enzyme and/or coenzyme molecule as a hydrogen carrier. Such a biodegradation appears analogous to the conversion of 2-phenoxyethanol into acetate mediated by another strain of the anaerobic homoacetogenic bacterium Acetobacterium.
Keywords:Triethanolamine  Diethanolamine  Ethanolamine  Homoacetogenic bacterium  Anaerobic biodegradation  Radical mechanism
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