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Article Dans Une Revue Journal of Agricultural and Food Chemistry Année : 2005

(+)-Catechin-Aldehyde condensations : competition between acetaldehyde and glyoxylic acid

Résumé

(+)-Catechin reaction with two aldehydes (acetaldehyde and glyoxylic acid) was studied in winelike model solution. The two aldehydes were reacted either individually or together with (+)-catechin and in molar excess. The reactions were followed by HLPC-UV and HPLC-ESI/MS to monitor (+)-catechin disappearance as well as dimer and polymer appearance. In all reactions a reaction order of close to 1 for (+)-catechin disappearance was observed. (+)-Catechin disappearance was slower in the presence of acetaldehyde (t(1/2) = 6.7 +/- 0.2 h) compared to glyoxylic acid (t(1/2) = 2.3 +/- 0.2 h). When the two aldehydes were reacted together, (+)-catechin disappearance was faster (t(1/2) = 2.2 +/- 0.5 h). When aldehydes were reacted separately, the dimer appearance was independent of the type of aldehyde used but the ethyl-bridged dimer disappearance was slower with acetaldehyde. When aldehydes were reacted together, the dimer appearance changed. Ethyl-bridged dimers appeared before carboxymethine-bridged dimers, and their disappearance occurred earlier. Copolymers containing both ethyl and carboxymethine bridges were also observed.

Dates et versions

hal-02678741 , version 1 (31-05-2020)

Identifiants

Citer

Jessica Drinkine, Yves Glories, Cédric Saucier. (+)-Catechin-Aldehyde condensations : competition between acetaldehyde and glyoxylic acid. Journal of Agricultural and Food Chemistry, 2005, 53 (19), pp.7552-7558. ⟨10.1021/jf0504723⟩. ⟨hal-02678741⟩

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