Chromatographic purification of enzymatically synthesized alkyl glucopyranosides. Issue 9 (9th November 2015)

• Record Type: Journal Article
• Authors: Heinonen, Jari; Niskakoski, Henna; Yang, Baoru; Kortesniemi, Maaria; Sainio, Tuomo
• Is Part Of: Journal of chemical technology & biotechnology. Volume 91:Issue 9(2016:Sep.)
• Page Start: 2419
• Page End: 2431
• Publication Date: 2015-11-09
• Subjects: alkyl glycoside -- enzymatic synthesis -- chromatographic separation -- ion exchange resin -- performance evaluation; Biotechnology -- Periodicals; Chemistry, Technical -- Periodicals; Chemical engineering -- Periodicals; Industries -- Environmental aspects -- Periodicals; 660
• DOI: 10.1002/jctb.4830
• Languages: English
• ISSNs: 0268-2575

Abstract

ABSTRACT: BACKGROUND: Enzymatic synthesis and chromatographic purification of ethyl β‐D‐glucopyranoside was investigated. Ethyl β‐D‐glucopyranoside was produced from glucose and ethanol with β‐glucosidase enzyme (EC 3.2.1.21). Cation exchange resins in Ca 2+ and Na + forms were used for the purification of ethyl‐β‐D‐glucopyranoside. RESULTS: Greater than 60% conversion was obtained in the synthesis. The reaction which follows the double displacement mechanism was successfully modelled with a simple kinetic model. Good separation of ethyl‐β‐D‐glucopyranoside and glucose was obtained with weak acid cation exchange resins in Na + form. 5.5 wt% crosslinked resin performed slightly better than 8 wt% crosslinked resin. The separation is based on hydrophobic interactions. Presence of ethanol disturbs the separation and should be removed before the chromatographic step. Scale‐up of the purification step (bed volume: 0.11 L to 1.9 L) was successfully carried out to produce ethyl‐β‐D‐glucopyranoside with 99% purity. Performance of the purification process was evaluated with numerical simulations. With respect to ethyl‐β‐D‐glucopyranoside, the separation performance was found to go through a shallow maximum with increasing column loading and flow rate. CONCLUSION: An efficient chromatographic purification method was developed for enzymatically produced ethyl‐β‐D‐glucopyranoside. This method could be utilized also in the purification of other enzymatically produced glucopyranosides. © 2015 Society of Chemical Industry