Protease-catalyzed peptide synthesis on solid support.
The direct enzymatic synthesis of peptides from amino acids is widely used as a useful alternative to chemical synthesis. However, good yields of such enzyme-catalyzed reactions require altered reaction conditions to overcome the bias for hydrolysis in aqueous medium. We argue that the synthesis/hydrolysis equilibrium can be shifted toward synthesis in aqueous medium by immobilizing the amine on solid support. In this report, we show the first examples of solid-phase peptide synthesis catalyzed by a protease in bulk aqueous buffer.
Ulijn
Rein V
RV
Department of Chemistry, The University of Edinburgh, King's Buildings, West Mains Road, Edinburgh EH9 3JJ, Scotland.
Baragaña
Beatriz
B
Halling
Peter J
PJ
Flitsch
Sabine L
SL
D000178:Acrylamides / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D010450:Endopeptidases / Q000737:chemistry* / Q000378:metabolism; D005449:Fluorenes / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis*; D011092:Polyethylene Glycols / Q000737:chemistry
D000178:Acrylamides; D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D010455:Peptides; D011092:Polyethylene Glycols; D010450:Endopeptidases