Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Lipase-catalyzed Synthesis of Arbutin Cinnamate in an Organic Solvent and Application of Transesterification to Stabilize Plant Pigments
Nobuyoshi NAKAJIMAKohji ISHIHARAShingo MATSUMURAHiroki HAMADAKaoru NAKAMURATsutomu FURUYA
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1997 Volume 61 Issue 11 Pages 1926-1928

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Abstract
Arbutin cinnamate was synthesized from arbutin (4-hydroxy-phenyl β-D-glucopyranoside) and vinyl cinnamate by regioselective transesterification with a bacterial lipase in acetonitrile. The product was identified by NMR and FAB-MS analyses. These spectra showed that one ester bond was formed between the primary alcohol moiety of the D-glucose of arbutin and the carboxyl residue of cinnamic acid. Furthermore, plant pigments such as isoquercitrin (quercetin 3-O-β-D-glucopyranoside) and callistephin (pelargonidin 3-O-β-D-glucopyranoside) were also converted to their corresponding cinnamate esters in the same manner.
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