855258-14-9Relevant academic research and scientific papers
Aziridine-2-carboxylic acid-containing peptides: Application to solution- and solid-phase convergent site-selective peptide modification
Galonic, Danica P.,Ide, Nathan D.,Van Der Donk, Wilfred A.,Gin, David Y.
, p. 7359 - 7369 (2007/10/03)
The development of a method for site- and stereoselective peptide modification using aziridine-2-carboxylic acid-containing peptides is described. A solid-phase peptide synthesis methodology that allows for the rapid generation of peptides incorporating the aziridine residue has been developed. The unique electrophilic nature of this nonproteinogenic amino acid allows for site-selective conjugation with various thiol nucleophiles, such as anomeric carbohydrate thiols, farnesyl thiol, and biochemical tags, both in solution and on solid support. This strategy, combined with native chemical ligation, provides convergent and rapid access to complex thioglycoconjugates.
Conjugation of selenols with aziridine-2-carboxylic acid-containing peptides
Ide, Nathan D.,Galoni?, Danica P.,Van Der Donk, Wilfred A.,Gin, David Y.
, p. 2011 - 2014 (2007/10/03)
The addition of PhSeH to aziridine-2-carboxylic acid containing peptides is described, thus expanding the scope of nucleophiles for the opening of this class of electrophilic peptide substrates. The process offers a new strategy for the generation of usef
