Issue 48, 2013

Exploring ionic liquid–biomass interactions: towards the improved isolation of shikimic acid from star anise pods

Abstract

Based on shikimic acid – the starting material for the important anti-influenza drug Tamiflu (oseltamivir phosphate) – we present that the dissolution properties of ionic liquids can lead to better access to the valuable ingredient embedded in the biopolymer. Different imidazolium-based ionic liquids were investigated, and the extraction yield of shikimic acid was correlated with their hydrogen-bonding properties via polarizable MD simulations, indicating that the hydrogen bonding of the IL anion to shikimic acid is responsible for a good extraction performance. A scale-up strategy for the isolation of shikimic acid with the ionic liquid 1-ethyl-3-methylimidazolium acetate ([C2mim]OAc) was developed based on ion-exchange resins, thus allowing isolation of shikimic acid in up to 10 wt% yield with complete recovery of the ionic liquid.

Graphical abstract: Exploring ionic liquid–biomass interactions: towards the improved isolation of shikimic acid from star anise pods

Supplementary files

Article information

Article type
Paper
Submitted
03 Oct 2013
Accepted
17 Oct 2013
First published
22 Oct 2013

RSC Adv., 2013,3, 26010-26016

Exploring ionic liquid–biomass interactions: towards the improved isolation of shikimic acid from star anise pods

R. Zirbs, K. Strassl, P. Gaertner, C. Schröder and K. Bica, RSC Adv., 2013, 3, 26010 DOI: 10.1039/C3RA45572F

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