One-pot ligation-oxidative deselenization at selenocysteine and selenocystine
The use of native chemical ligation at selenocysteine (Sec) with peptide thioesters and additive-free selenocystine ligation with peptides bearing phenyl selenoesters, in concert with one-pot oxidative deselenization chemistry, is described. These approaches provide a simple and rapid method for acc...
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| Format: | Article |
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Wiley
2017
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| Online Access: | https://eprints.nottingham.ac.uk/39311/ |
| _version_ | 1848795807351832576 |
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| author | Payne, Richard J. Mitchell, Nicholas J. Kulkarni, Sameer S. Wang, Siyao Malins, Lara |
| author_facet | Payne, Richard J. Mitchell, Nicholas J. Kulkarni, Sameer S. Wang, Siyao Malins, Lara |
| author_sort | Payne, Richard J. |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | The use of native chemical ligation at selenocysteine (Sec) with peptide thioesters and additive-free selenocystine ligation with peptides bearing phenyl selenoesters, in concert with one-pot oxidative deselenization chemistry, is described. These approaches provide a simple and rapid method for accessing native peptides with serine in place of Sec at the ligation junction. The efficiency of both variants of the one-pot ligation-oxidative deselenization chemistry is probed through the synthesis of a MUC5AC-derived glycopeptide. |
| first_indexed | 2025-11-14T19:37:57Z |
| format | Article |
| id | nottingham-39311 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:37:57Z |
| publishDate | 2017 |
| publisher | Wiley |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-393112020-05-04T18:30:16Z https://eprints.nottingham.ac.uk/39311/ One-pot ligation-oxidative deselenization at selenocysteine and selenocystine Payne, Richard J. Mitchell, Nicholas J. Kulkarni, Sameer S. Wang, Siyao Malins, Lara The use of native chemical ligation at selenocysteine (Sec) with peptide thioesters and additive-free selenocystine ligation with peptides bearing phenyl selenoesters, in concert with one-pot oxidative deselenization chemistry, is described. These approaches provide a simple and rapid method for accessing native peptides with serine in place of Sec at the ligation junction. The efficiency of both variants of the one-pot ligation-oxidative deselenization chemistry is probed through the synthesis of a MUC5AC-derived glycopeptide. Wiley 2017-01-18 Article PeerReviewed Payne, Richard J., Mitchell, Nicholas J., Kulkarni, Sameer S., Wang, Siyao and Malins, Lara (2017) One-pot ligation-oxidative deselenization at selenocysteine and selenocystine. Chemistry - a European Journal, 23 (4). pp. 946-952. ISSN 1521-3765 Peptides Ligation Oxidative Deselenization Glycopeptides Synthesis http://onlinelibrary.wiley.com/doi/10.1002/chem.201604709/full doi:10.1002/chem.201604709 doi:10.1002/chem.201604709 |
| spellingShingle | Peptides Ligation Oxidative Deselenization Glycopeptides Synthesis Payne, Richard J. Mitchell, Nicholas J. Kulkarni, Sameer S. Wang, Siyao Malins, Lara One-pot ligation-oxidative deselenization at selenocysteine and selenocystine |
| title | One-pot ligation-oxidative deselenization at selenocysteine and selenocystine |
| title_full | One-pot ligation-oxidative deselenization at selenocysteine and selenocystine |
| title_fullStr | One-pot ligation-oxidative deselenization at selenocysteine and selenocystine |
| title_full_unstemmed | One-pot ligation-oxidative deselenization at selenocysteine and selenocystine |
| title_short | One-pot ligation-oxidative deselenization at selenocysteine and selenocystine |
| title_sort | one-pot ligation-oxidative deselenization at selenocysteine and selenocystine |
| topic | Peptides Ligation Oxidative Deselenization Glycopeptides Synthesis |
| url | https://eprints.nottingham.ac.uk/39311/ https://eprints.nottingham.ac.uk/39311/ https://eprints.nottingham.ac.uk/39311/ |