Formula: C3H9IOSIn 2020 ,《Stereoselective Oxidative Bioconjugation of Amino Acids and Oligopeptides to Aldehydes》 was published in Angewandte Chemie, International Edition. The article was written by Tobiesen, Henriette N.; Leth, Lars A.; Iversen, Marc V.; Naesborg, Line; Bertelsen, Soeren; Joergensen, Karl Anker. The article contains the following contents:
The first stereoselective, near-equimolar, and metal-free oxidative bioconjugation of amino acids and oligopeptides to aldehydes is presented. Based on a newly developed organocatalytic oxidative concept, the C-terminal and side-chain carboxylic acid functionalities of amino acids and oligopeptides are shown to couple in a stereoselective manner to α-branched aldehydes catalyzed by a chiral primary amine and a quinone as oxidizing agent. The oxidative coupling generally proceeds in high yield. For aspartic acid, selective coupling of the side-chain, or the C-terminal carboxylic acid, is demonstrated depending on the protection strategy. The stereoselective, oxidative bioconjugation concept is extended to a series of oligopeptides where coupling to carboxylic acid functionalities is presented. Bioorthogonal linker mols. for further functionalization are obtained by merging the oxidative coupling strategy with the click concept. It is demonstrated that the configuration of the new stereocenter is determined exclusively by the organocatalyst. The results came from multiple reactions, including the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Formula: C3H9IOS)
Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Formula: C3H9IOS
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com