title: Glutamic Acid Selective Chemical Cleavage of Peptide Bonds.
abstract: Site-specific hydrolysis of peptide bonds at glutamic acid under neutral aqueous conditions is reported. The method relies on the activation of the backbone amide chain at glutamic acid by the formation of a pyroglutamyl (pGlu) imide moiety. This activation increases the susceptibility of a peptide bond toward hydrolysis. The method is highly specific and demonstrates broad substrate scope including cleavage of various bioactive peptides with unnatural amino acid residues, which are unsuitable substrates for enzymatic hydrolysis.
authors: Department of Chemistry, Seton Hall University , 400 South Orange Avenue, South Orange, New Jersey 07079, United States.
authors: Joseph M
authors: JM
authors: Nalbone
authors: Department of Chemistry, Seton Hall University , 400 South Orange Avenue, South Orange, New Jersey 07079, United States.
authors: Neelam
authors: N
authors: Lahankar
authors: Department of Chemistry, Seton Hall University , 400 South Orange Avenue, South Orange, New Jersey 07079, United States.
authors: Lyssa
authors: L
authors: Buissereth
authors: Department of Chemistry, Seton Hall University , 400 South Orange Avenue, South Orange, New Jersey 07079, United States.
authors: Monika
authors: M
authors: Raj
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry; D018698:Glutamic Acid / Q000737:chemistry*; D006868:Hydrolysis; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry* / Q000494:pharmacology; D011761:Pyrrolidonecarboxylic Acid / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000596:Amino Acids; D010455:Peptides; D018698:Glutamic Acid; D011761:Pyrrolidonecarboxylic Acid