A traceless catch ‐and‐release method for rapid peptide purification

A novel catch ‐and‐release technology is introduced, employing the fast and robust oxime‐ and hydrazone‐based ligation to immobilize peptides on agarose support. The rapid and traceless release relies on a base‐induced elimination of sulfonylethoxycarbonyl linkers. The system is showcased by the purific ation of difficult peptides as two HIV‐transcriptase sequences, ß amyloid (1‐20) and liraglutide. In contrast to peptide synthesis, peptide purification by high performance liquid chromatography (HPLC) cannot be easily varied in number and scale, which results in production restraints. Catch ‐and‐release purification of peptides may help to ease HPLC‐related limitations and provides thus an alternative, allowing for fast protocols with great potential for parallelization and scale‐up. This work depicts a unique combination of base‐labile cleavable linkers with oxime‐based an d hydrazone‐based ligation chemistry. For the first time, aminooxy or hydrazine functionalities are presented on site of the linker molecules. Aldehyde‐functionalized agarose beads are used for immobilization on the solid phase, allowing a rapid and high yielding purification protocol. In this e xperimental set‐up, many organic solvents or chaotropic reagents are accepted during immobilization, facilitating the dissolution of potentially hydrophobic or aggregation‐prone peptides. Feasibility of the system is demonstrated with six peptides ranging from 15 to 31 residues in...
Source: Journal of Peptide Science - Category: Biochemistry Authors: Tags: RESEARCH ARTICLE Source Type: research