Enzymatic synthesis of tyrosol and hydroxytyrosol β-d-fructofuranosides

Abstract

Tyrosol β-d-fructofuranoside and hydroxytyrosol β-d-fructofuranoside have been synthesized as new compounds in 27.6 and 19.5% respective yields through transfructosylation of tyrosol and hydroxytyrosol. Yeast β-galactosidase Lactozym 3000 L comprising invertase activity was used as catalyst. Besides the main monofructosides, an equimolar mixture of tyrosol β-d-fructofuranosyl-((2→1)-β-d-fructofuranoside and tyrosol β-d-fructofuranosyl-(2→6)-β-d-fructofuranoside was isolated as additional product fraction in 14.3% yield.

Keywords:

• Tyrosol β-d-fructofuranoside
• hydroxytyrosol β-d-fructofuranoside
• salidroside
• enzymatic transglycosylation

Disclosure statement

The authors report no conflicts of interest. The authors alone are responsible for the content and writing of the article.

Additional information

Funding

This work was supported by the Slovak Research and Development Agency under the contract No. APVV-0846-12. This publication is also the result of the grant from the Slovak Grant Agency for Science VEGA under the Project No. 2/0157/16 and of the projects implementation “Centre of Excellence on Green Chemistry Methods and Processes (CEGreenI)” under Contract No. 26240120001 and “Amplification of the Centre of Excellence on Green Chemistry Methods and Processes (CEGreenII)” under Contract No. 26240120025 supported by the Research & Development Operational Programme, European Regional Development Fund.