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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]
Copyright of Journal of Molecular Liquids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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DbLabel: Engineering Source
An: 95721401
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PubTypeId: academicJournal
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  Data: Ionic liquids as reaction media for oxidative folding and native chemical ligation of cysteine-containing peptides.
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  Data: <searchLink fieldCode="AR" term="%22Böhm%2C+Miriam%22">Böhm, Miriam</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Tietze%2C+Alesia+A%2E%22">Tietze, Alesia A.</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Heimer%2C+Pascal%22">Heimer, Pascal</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Chen%2C+Ming%22">Chen, Ming</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Imhof%2C+Diana%22">Imhof, Diana</searchLink><relatesTo>1</relatesTo><i> dimhof@uni-bonn.de</i>
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  Data: <searchLink fieldCode="JN" term="%22Journal+of+Molecular+Liquids%22">Journal of Molecular Liquids</searchLink>. Apr2014, Vol. 192, p67-70. 4p.
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  Data: <searchLink fieldCode="DE" term="%22Ionic+liquids%22">Ionic liquids</searchLink><br /><searchLink fieldCode="DE" term="%22Reaction+mechanisms+%28Chemistry%29%22">Reaction mechanisms (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Oxidation%22">Oxidation</searchLink><br /><searchLink fieldCode="DE" term="%22Cysteine%22">Cysteine</searchLink><br /><searchLink fieldCode="DE" term="%22Peptides%22">Peptides</searchLink><br /><searchLink fieldCode="DE" term="%22High+performance+liquid+chromatography%22">High performance liquid chromatography</searchLink>
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  Label: Abstract
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  Data: 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]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of Molecular Liquids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
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      – Type: doi
        Value: 10.1016/j.molliq.2013.08.020
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      – Code: eng
        Text: English
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        PageCount: 4
        StartPage: 67
    Subjects:
      – SubjectFull: Ionic liquids
        Type: general
      – SubjectFull: Reaction mechanisms (Chemistry)
        Type: general
      – SubjectFull: Oxidation
        Type: general
      – SubjectFull: Cysteine
        Type: general
      – SubjectFull: Peptides
        Type: general
      – SubjectFull: High performance liquid chromatography
        Type: general
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      – TitleFull: Ionic liquids as reaction media for oxidative folding and native chemical ligation of cysteine-containing peptides.
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            NameFull: Böhm, Miriam
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            NameFull: Tietze, Alesia A.
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            NameFull: Heimer, Pascal
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            NameFull: Chen, Ming
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            NameFull: Imhof, Diana
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            – D: 01
              M: 04
              Text: Apr2014
              Type: published
              Y: 2014
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              Value: 192
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            – TitleFull: Journal of Molecular Liquids
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