Highly efficient solid phase synthesis of large polypeptides by iterative ligations of bis(2-sulfanylethyl)amido (SEA) peptide segments
- 24 July 2013
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Science
- Vol. 4 (10) , 4061-4066
Abstract
Up to now, the advantages of solid phase protein synthesis have been largely under-utilized due to the difficulty of designing a simple and efficient elongation cycle enabling the concatenation of unprotected peptide segments. The combination of selective N-terminal anchoring (N3-Esoc linker) with the blocked thioester properties of the SEAoff group enabled the solid phase concatenation of unprotected peptide segments by N-to-C sequential formation of native peptide bonds. The strategy was applied to the synthesis of a 60 amino acid-long latent peptide thioester or to the assembly of five peptide segments to give a 15 kDa polypeptide.Keywords
This publication has 41 references indexed in Scilit:
- Protein chemical synthesis by serine and threonine ligationProceedings of the National Academy of Sciences, 2013
- Reconstitution of the Catalytic Core of F-ATPase (αβ)3γ fromEscherichia coliUsing Chemically Synthesized Subunit γAngewandte Chemie International Edition, 2012
- Sequential α‐Ketoacid‐Hydroxylamine (KAHA) Ligations: Synthesis of C‐Terminal Variants of the Modifier Protein UFM1Angewandte Chemie International Edition, 2012
- Rethinking amide bond synthesisNature, 2011
- Chemoselective Ligation and Modification Strategies for Peptides and ProteinsAngewandte Chemie International Edition, 2008
- Total chemical synthesis of proteinsChemical Society Reviews, 2008
- Chemoselective Amide Ligations by Decarboxylative Condensations of N‐Alkylhydroxylamines and α‐KetoacidsAngewandte Chemie International Edition, 2006
- A “Traceless” Staudinger Ligation for the Chemoselective Synthesis of Amide BondsOrganic Letters, 2000
- Synthesis of Proteins by Native Chemical LigationScience, 1994
- Solid Phase Peptide Synthesis. I. The Synthesis of a TetrapeptideJournal of the American Chemical Society, 1963