Development of efficient methods for accomplishing cysteine-free peptide and glycopeptide coupling Journal Article
| Authors: | Chen, G.; Wan, Q.; Tan, Z.; Kan, C.; Hua, Z.; Ranganathan, K.; Danishefsky, S. J. |
| Article Title: | Development of efficient methods for accomplishing cysteine-free peptide and glycopeptide coupling |
| Abstract: | As simple as A, B, C: Non-cysteine-based reiterative fragment coupling of glycopeptides involves a metal-free (TCEP) coupling of a peptidyl C-terminal phenolic ester containing an ortho-disulfide moiety (A) with an N-terminal glycopeptide whose C terminus is an alkyl thioester (B) to produce AB, whose N terminus contains an alkyl thioester. A AgCl-mediated coupling of AB with peptide C then produces the tridomainal peptide ABC. TCEP = tris (2-carboxyethyl)phosphine. (Chemical Equation Presented) © 2007 Wiley-VCH Verlag GmbH & Co. KGaA. |
| Keywords: | molecular genetics; peptide; chemistry; molecular sequence data; glycosylation; peptides; phenols; chemical structure; molecular structure; glycoproteins; synthesis; glycopeptides; cysteine; esters; phenol derivative; ester; numerical methods; coupling reactions; synthetic methods |
| Journal Title: | Angewandte Chemie - International Edition |
| Volume: | 46 |
| Issue: | 39 |
| ISSN: | 1433-7851 |
| Publisher: | Wiley Blackwell |
| Date Published: | 2007-01-01 |
| Start Page: | 7383 |
| End Page: | 7387 |
| Language: | English |
| DOI: | 10.1002/anie.200702865 |
| PUBMED: | 17828726 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 37" - "Export Date: 17 November 2011" - "CODEN: ACIEA" - "Source: Scopus" |
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