Free-radical-based, specific desulfurization of cysteine: A powerful advance in the synthesis of polypeptides and glycopolypeptides Journal Article
| Authors: | Wan, Q.; Danishefsky, S. J. |
| Article Title: | Free-radical-based, specific desulfurization of cysteine: A powerful advance in the synthesis of polypeptides and glycopolypeptides |
| Abstract: | Being specific: The specific conversion of Cys (seleno-Cys) into Ala by a free-radical-mediated reduction can be achieved in an aqueous medium under mild conditions (see scheme, PG = protecting group). The conversion can be achieved in the presence of all 20 natural amino acids as well as a range of functional groups. This native chemical ligation followed by the Cys into Ala conversion will enable the synthesis of complex peptides and glycopeptides. (Chemical Equation Presented) © 2007 Wiley-VCH Verlag GmbH & Co. KGaA. |
| Keywords: | peptide; chemistry; peptides; amino acids; synthesis; synthesis (chemical); glycopeptide; glycopeptides; cysteine; native chemical ligation; functional groups; polypeptides; natural products; free radicals; sulfur; reaction kinetics; radical reactions; aqueous medium; complex peptides; glycopolypeptides; free radical polymerization; free radical |
| Journal Title: | Angewandte Chemie - International Edition |
| Volume: | 46 |
| Issue: | 48 |
| ISSN: | 1433-7851 |
| Publisher: | Wiley Blackwell |
| Date Published: | 2007-01-01 |
| Start Page: | 9248 |
| End Page: | 9252 |
| Language: | English |
| DOI: | 10.1002/anie.200704195 |
| PUBMED: | 18046687 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 80" - "Export Date: 17 November 2011" - "CODEN: ACIEA" - "Source: Scopus" |
