Biotransformation of Geniposide into Genipin by Immobilized Trichoderma reesei and Conformational Study of Genipin

Biomed Res Int. 2018 Apr 12:2018:2079195. doi: 10.1155/2018/2079195. eCollection 2018.

Abstract

Trichoderma reesei QM9414, Trichoderma viride 3.316, Aspergillus niger M85, and Aspergillus niger M92 were screened for hydrolyzing geniposide into genipin. T. reesei was selected according to the β-glucosidase activity of the fermentation broths using geniposide as a substrate. T. reesei was immobilized by embedding method using sodium alginate as the carrier. Geniposide was hydrolyzed by immobilized T. reesei at 28°C (200 rpm) for 34 h, and the yield of genipin was 89%. The product was purified and identified by UV, IR, EIMS, and 1H-NMR. Since there were two sets of signals in 1H-NMR spectra, a series of experiments were performed and verified that the existence of two conformations was the main reason. Generally, biotransformation of geniposide into genipin by immobilized T. reesei provides a promising solution to the genipin production.

MeSH terms

  • Acetylation
  • Biotransformation
  • Cells, Immobilized / metabolism*
  • Chromatography, High Pressure Liquid
  • Crystallography, X-Ray
  • Fermentation
  • Iridoids / chemistry*
  • Iridoids / metabolism*
  • Isomerism
  • Models, Molecular
  • Protein Conformation
  • Proton Magnetic Resonance Spectroscopy
  • Temperature
  • Trichoderma / metabolism*
  • beta-Glucosidase / biosynthesis

Substances

  • Iridoids
  • geniposide
  • genipin
  • beta-Glucosidase