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Ionic liquids as reaction media for oxidative folding and native chemical ligation of cysteine-containing peptides.

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Title: Ionic liquids as reaction media for oxidative folding and native chemical ligation of cysteine-containing peptides.
Authors: Böhm, Miriam1, Tietze, Alesia A.1, Heimer, Pascal1, Chen, Ming1, Imhof, Diana1 dimhof@uni-bonn.de
Source: Journal of Molecular Liquids. Apr2014, Vol. 192, p67-70. 4p.
Subjects: Ionic liquids, Reaction mechanisms (Chemistry), Oxidation, Cysteine, Peptides, High performance liquid chromatography
Abstract: Abstract: This paper represents the final report on the results obtained during a two-years funding period within the DFG priority program 1191: Ionic liquids. The studies were focused on the interaction of ionic liquids with peptides in two distinct reactions involving cysteine residues, namely oxidative folding and native chemical ligation (NCL). Both reactions are generally performed in solution phase. With the exception of selected model compounds, the bioactive peptides used herein are rather hydrophobic and long (>20 amino acids) representatives of their respective class, e.g. conotoxins and enzyme inhibitors. Thus, ionic liquids were used as alternative media to circumvent solubility issues. We found that imidazolium-based ionic liquids, and more precisely [C2mim][OAc], were most suitable for both reactions being superior to conventional aqueous buffer systems in several aspects, including reaction yield and time, concentration of starting material and product as well as selectivity. [Copyright &y& Elsevier]
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Database: Engineering Source
Description
Abstract:Abstract: This paper represents the final report on the results obtained during a two-years funding period within the DFG priority program 1191: Ionic liquids. The studies were focused on the interaction of ionic liquids with peptides in two distinct reactions involving cysteine residues, namely oxidative folding and native chemical ligation (NCL). Both reactions are generally performed in solution phase. With the exception of selected model compounds, the bioactive peptides used herein are rather hydrophobic and long (>20 amino acids) representatives of their respective class, e.g. conotoxins and enzyme inhibitors. Thus, ionic liquids were used as alternative media to circumvent solubility issues. We found that imidazolium-based ionic liquids, and more precisely [C2mim][OAc], were most suitable for both reactions being superior to conventional aqueous buffer systems in several aspects, including reaction yield and time, concentration of starting material and product as well as selectivity. [Copyright &y& Elsevier]
ISSN:01677322
DOI:10.1016/j.molliq.2013.08.020