DNAzymes for amine and peptide lysine acylation
Author(s) -
Tianjiong Yao,
Jack J. Przybyla,
Peter Z. Yeh,
Austin M. Woodard,
Hannah J. Nilsson,
Benjamin M. Brandsen,
Scott Silverman
Publication year - 2020
Publication title -
organic and biomolecular chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.923
H-Index - 146
eISSN - 1477-0539
pISSN - 1477-0520
DOI - 10.1039/d0ob02015j
Subject(s) - acylation , lysine , deoxyribozyme , chemistry , peptide , amino acid , amine gas treating , biochemistry , combinatorial chemistry , stereochemistry , biology , dna , organic chemistry , catalysis
DNAzymes were previously identified by in vitro selection for a variety of chemical reactions, including several biologically relevant peptide modifications. However, finding DNAzymes for peptide lysine acylation is a substantial challenge. By using suitably reactive aryl ester acyl donors as the electrophiles, here we used in vitro selection to identify DNAzymes that acylate amines, including lysine side chains of DNA-anchored peptides. Some of the DNAzymes can transfer a small glutaryl group to an amino group. These results expand the scope of DNAzyme catalysis and suggest the future broader applicability of DNAzymes for sequence-selective lysine acylation of peptide and protein substrates.
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