The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: H-Trp-OMe.HCl( cas:7524-52-9 ) is researched.Name: H-Trp-OMe.HCl.Reimler, Jannik; Studer, Armido published the article 《Visible-light mediated tryptophan modification in oligopeptides employing acylsilanes》 about this compound( cas:7524-52-9 ) in Chemistry – A European Journal. Keywords: acylsilane peptide visible light mediated tryptophan modification photochem; peptide coupling siloxycarbene hydrolysis hemiaminal solvent effect; acylsilanes; hemiaminals; peptide modification; photochemistry; siloxycarbenes; tryptophan. Let’s learn more about this compound (cas:7524-52-9).
A method for the selective tryptophan modification and labeling 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 chem. modify various tryptophan containing oligopeptides. The method enables the selective introduction of alkynes to peptides that are eligible for further alkyne-azide click chem. In addition, the dansyl fluorophore can be conjugated to a peptide using this approach.
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem