Ontology highlight
ABSTRACT:
SUBMITTER: Dirksen A
PROVIDER: S-EPMC2761707 | biostudies-literature | 2008 Dec
REPOSITORIES: biostudies-literature
Bioconjugate chemistry 20081201 12
A high-yielding and rapid chemoselective ligation approach is presented that uses aniline catalysis to activate aromatic aldehydes toward two amine nucleophiles, namely, 6-hydrazinopyridyl and aminooxyacetyl groups. The rates of these ligations are resolved for model reactions with unprotected peptides. The resulting hydrazone and oxime conjugates are attained under ambient conditions with rate constants of 10(1)-10(3) M(-1) s(-1). These rate constants exceed those of current chemoselective liga ...[more]