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Glycosylation of 2-phenylpropionic acid and its ethyl ester in suspension cultures of Nicotiana tabacum,Dioscoreophyllum cumminsii and Aconitum japonicum
Institution:1. Science Department, Roxbury Community College, MA, USA;2. FLAS, Northern Essex Community College, MA, USA;3. Biology Department, Salem State University, MA, USA;1. Division of Entomology, Department of Zoology, Bharathiar University, School of Life Science, Coimbatore 641 046, Tamil Nadu, India;2. Government College of Technology, Department of Chemistry, Coimbatore 641 013, Tamil Nadu, India
Abstract:Suspension cultures of Nicotiana tabacum and Dioscoreophyllum cumminsii converted 2-(RS)-phenylpropionic acid and its ethyl ester into 2-(RS)-phenylpropionyl β-D-glucopyranoside, 2-(RS)-phenylpropionyl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside and 6-O-β-D- glucopyranosyl-2-O-2-(RS)-phenylpropionyl]-D-glucose which accumulated in the cells. A suspension culture of Aconitum japonicum converted these substrates into ethyl 6-O-2-(RS)-phenylpropionyl]- β-D-glucopyranoside which was mostly excreted into the medium. The diastereomeric mixture of the glucosyl esters of 2-(RS)-phenylpropionic acid was resolved by HPLC to show the ratio of R:S was 1:1.
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