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Native Chemical Ligation of Highly Hydrophobic Peptides in Ionic Liquid-Containing Media

Baumruck, A. C. (author)
Yang, Jie (author)
Gothenburg University,Göteborgs universitet,Wallenberg Centre for Molecular and Translational Medicine,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology
Thomas, G. F. (author)
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Beyer, Luisa I. (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Wallenberg Centre for Molecular and Translational Medicine,Department of Chemistry and Molecular Biology
Tietze, Daniel, 1980 (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi och molekylärbiologi,Wallenberg Centre for Molecular and Translational Medicine,Department of Chemistry and Molecular Biology
Tietze, Alesia A., 1984 (author)
Gothenburg University,Göteborgs universitet,Wallenberg Centre for Molecular and Translational Medicine,Institutionen för kemi och molekylärbiologi,Department of Chemistry and Molecular Biology
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 (creator_code:org_t)
2021-01-05
2021
English.
In: Journal of Organic Chemistry. - : American Chemical Society (ACS). - 0022-3263 .- 1520-6904. ; 86:2, s. 1659-1666
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • The chemical synthesis of a highly hydrophobic membrane-associated peptide by native chemical ligation (NCL) in an ionic liquid (IL) [C2mim][OAc]/buffer mixture was achieved by employing peptide concentrations up to 11 mM. NCL was studied at different pH and water content and compared to several "gold-standard"ligation protocols. The optimized reaction protocol for the NCL in IL required the addition of 40% water and pH adjustment to 7.0-7.5, resulting in ligation yields of up to 80-95% within 1 to 4 h. This new ligation protocol is generally applicable and outperforms current "gold-standard"NCL methods. ©

Subject headings

NATURVETENSKAP  -- Kemi -- Fysikalisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Physical Chemistry (hsv//eng)

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