NDLI: Regioselective acylation of pyridoxine catalyzed by immobilized lipase in ionic liquid

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Frontiers of Chemical Engineering in China : Volume 2, Issue 2, June 2008

Frontiers of Chemical Engineering in China : Volume 2, Issue 1, March 2008

Frontiers of Chemical Engineering in China : Volume 1

Regioselective acylation of pyridoxine catalyzed by immobilized lipase in ionic liquid

Content Provider	Springer Nature Link
Author	Bai, Shu Ren, Mengyuan Wang, Lele Sun, Yan
Copyright Year	2008
Abstract	The regioselective acylation of pyridoxine catalyzed by immobilized lipase (Candida Antarctica) in 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM]PF$_{6}$) has been investigated, and compared with that in acetonitrile (ACN). The acetylation of pyridoxine using acetic anhydride in [BMIM]PF$_{6}$ gave comparable conversion of pyridoxine to 5-monoacetyl pyridoxine with considerably higher regioselectivity (93%–95%) than that in ACN (70%–73%). Among the tested parameters, water activity (a $_{w}$) and temperature have profound effects on the reaction performances in either [BMIM]PF$_{6}$ or ACN. For the reaction in [BMIM] PF$_{6}$, higher temperature (50°C–55°C) and lower a $_{w}$ (<0.01) are preferable conditions to obtain better conversion and regioselectivity. Mass transfer limitation and intrinsic kinetic from the ionic nature of ionic liquids (ILs) may account for a different rate-temperature profile and a lower velocity at lower temperature in [BMIM]PF$_{6}$-mediated reaction. Moreover, consecutive batch reactions for enzyme reuse also show that lipase exhibited a much higher thermal stability and better reusability in [BMIM]PF$_{6}$ than in ACN, which represents another advantage of ILs as an alternative to traditional solvents beyond green technology.
Starting Page	301
Ending Page	307
Page Count	7
File Format	PDF
ISSN	16737369
Journal	Frontiers of Chemical Engineering in China
Volume Number	2
Issue Number	3
e-ISSN	16737474
Language	English
Publisher	SP Higher Education Press
Publisher Date	2008-07-15
Publisher Institution	Chinese Universities
Publisher Place	Heidelberg
Access Restriction	Subscribed
Subject Keyword	Pyridoxine ionic liquid lipase acylation regioselectivity Nanotechnology Industrial Chemistry/Chemical Engineering
Content Type	Text
Resource Type	Article
Subject	Chemical Engineering

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