868592-08-9Relevant academic research and scientific papers
Visible-Light Mediated Tryptophan Modification in Oligopeptides Employing Acylsilanes
Reimler, Jannik,Studer, Armido
, p. 15392 - 15395 (2021/10/04)
A method for the selective tryptophan modification and labelling of tryptophan-containing peptides is described. Photoirradiation of acylsilanes generates reactive siloxycarbenes which undergo H?N-insertion into the indole moiety of tryptophan to give stable silyl protected hemiaminals. This method is successfully applied to chemically modify various tryptophan containing oligopeptides. The method enables the selective introduction of alkynes to peptides that are eligible for further alkyne-azide click chemistry. In addition, the dansyl fluorophore can be conjugated to a peptide using this approach.
A synthesis of multisubstituted vinylsilanes via ynolates: Stereoselective formation of β-silyl-β-lactones followed by decarboxylation
Shindo, Mitsuru,Matsumoto, Kenji,Shishido, Kozo
, p. 2477 - 2479 (2007/10/03)
(Z)-Selective synthesis of multisubstituted vinylsilanes was achieved by stereoselective protonation or alkylation of β-silyl-β-lactone enolates, prepared by cycloadditions of acylsilanes with ynolates, followed by decarboxylation. The Royal Society of Ch
