Premium
Methionine and Buthionine Sulfoximines: Syntheses under Mild and Safe Imidation/Oxidation Conditions
Author(s) -
Buglioni Laura,
Bizet Vincent,
Bolm Carsten
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400354
Subject(s) - chemistry , buthionine sulfoximine , reagent , glutathione , methionine , sulfur , combinatorial chemistry , organic chemistry , amino acid , biochemistry , enzyme
Methionine and buthionine sulfoximines (MSO and BSO) are non‐natural amino acids known to inhibit the biosynthesis of glutathione (GSH). The current syntheses of these biologically active molecules involve harsh reaction conditions and the use of hazardous reagents for the sulfur imidation. Here, improved syntheses of MSO and BSO are presented including safe and mild one‐pot imidation/oxidation sequences and single‐step deprotections of three different functionalities.