Synthesis of propyl gallate by transesterification of tannic acid in aqueous media catalysed by immobilised derivatives of tannase from Lactobacillus plantarum

Gloria Fernandez-Lorente; Juan Manuel Bolivar; Javier Rocha-Martin; Jose A Curiel; Rosario Muñoz; Blanca de Las Rivas; Alfonso V Carrascosa; Jose M Guisan

doi:10.1016/j.foodchem.2011.02.057

Synthesis of propyl gallate by transesterification of tannic acid in aqueous media catalysed by immobilised derivatives of tannase from Lactobacillus plantarum

Food Chem. 2011 Sep 1;128(1):214-7. doi: 10.1016/j.foodchem.2011.02.057. Epub 2011 Feb 26.

Authors

Gloria Fernandez-Lorente¹, Juan Manuel Bolivar², Javier Rocha-Martin², Jose A Curiel¹, Rosario Muñoz¹, Blanca de Las Rivas¹, Alfonso V Carrascosa¹, Jose M Guisan³

Affiliations

¹ Instituto de Fermentaciones Industriales, CSIC, Juan de la Cierva 3, 28006 Madrid, Spain.
² Instituto de Catalisis, CSIC, Campus UAM-Cantoblanco, 28049 Madrid, Spain.
³ Instituto de Catalisis, CSIC, Campus UAM-Cantoblanco, 28049 Madrid, Spain. Electronic address: jmguisan@icp.csic.es.

PMID: 25214351
DOI: 10.1016/j.foodchem.2011.02.057

Abstract

Immobilised derivatives of tannase from Lactobacillus plantarum were able to catalyse the transesterification of tannic acid by using moderate concentrations of 1-propanol in aqueous media. Transesterification of tannic acid was very similar to transesterification of methyl gallate. The synthetic yield depended on the pH and concentration of 1-propanol, although it did not vary much when using 30% or 50% 1-propanol. Synthetic yields of 45% were obtained with 30% of 1-propanol at pH 5.0. The product was chromatographically pure, and the reaction by-product was 55% pure gallic acid. On the other hand, immobilised tannase was fairly stable under optimal reaction conditions.

Keywords: 1-Propanol; Natural antioxidants; Transesterifications in aqueous media.