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Issue 48, 2013
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Exploring ionic liquid–biomass interactions: towards the improved isolation of shikimic acid from star anise pods

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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

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Supplementary files

Article information


Submitted
03 Oct 2013
Accepted
17 Oct 2013
First published
22 Oct 2013

RSC Adv., 2013,3, 26010-26016
Article type
Paper

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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