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Synthesis of thymol glycosides under SCCO2 conditions using amyloglucosidase from Rhizopus mold
Tiruppur Venkatachallam Suresh Kumar1, Kadimi-Udaya Sankar1, Soundar Divakar2
1Food Engineering Department, Central Food Technological Research Institute, (Council of Scientific and Industrial Research), Mysore, 570 020 Karnataka India.
Abstract:
Enzymatic synthesis of water soluble thymol glycosides were carried out using amyloglucosidase from Rhizopus mold under supercritical carbon dioxide (SCCO2) conditions of 120 bar pressure at 50 °C. Thymol 1 formed glycosides with D-galactose 2, D-mannose 3, D-fructose 4, D-ribose 5 and D-arabinose 6 in yields ranging from 20.6% to 54.2%. Spectral characterization studies revealed that the reaction occurred between the phenolic OH group of thymol and 1-O/2-O groups of D-fructose and C-1 group of D-galactose, D-mannose, D-ribose and D-arabinose resulting in monoglycosylated/arylated derivatives.
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The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.

