Purification of an isoflavonoid 7-O-beta-apiosyl-glucoside beta-glycosidase and its substrates from Dalbergia nigrescens Kurz

Phytochemistry. 2005 Aug;66(16):1880-9. doi: 10.1016/j.phytochem.2005.06.024.


A beta-glycosidase was purified from the seeds of Dalbergia nigescens Kurz based on its ability to hydrolyse p-nitrophenyl beta-glucoside and beta-fucoside. This enzyme did not hydrolyze various glycosidic substrates efficiently, so it was used to identify its own natural substrates. Two substrates were identified, isolated and their structures determined as: compound 1, dalpatein 7-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside and compound 2, 6,2',4',5'-tetramethoxy-7-hydroxy-7-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (dalnigrein7-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside). The beta-glycosidase removes the sugar from these glycosides as a disaccharide, despite its initial identification as a beta-glucosidase and beta-fucosidase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Dalbergia / enzymology*
  • Disaccharides / chemistry*
  • Disaccharides / metabolism*
  • Glycoside Hydrolases / isolation & purification*
  • Glycoside Hydrolases / metabolism*
  • Hydrolysis
  • Isoflavones / chemistry*
  • Isoflavones / metabolism*
  • Kinetics
  • Seeds / enzymology
  • Substrate Specificity


  • Disaccharides
  • Isoflavones
  • dalnigrein7-O-beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside
  • dalpatein 7-O-beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside
  • Glycoside Hydrolases