Novel triple mutant of an extremophilic glycosyl hydrolase enables the rapid synthesis of thioglycosides. Issue 86 (13th October 2022)

• Record Type: Journal Article
• Authors: Pillet, Lauriane; Lim, David; Almulhim, Nourah; Benítez-Mateos, Ana I.; Paradisi, Francesca
• Is Part Of: Chemical communications. Volume 58:Issue 86(2022)
• Page Start: 12118
• Page End: 12121
• Publication Date: 2022-10-13
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc04660a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A novel triple mutant of an extremophilic glycosyl hydrolase allowed the stereoselective, efficient, and sustainable synthesis of still elusive thioglycosides. Abstract : In order to expand the toolbox of enzymes available for thioglycoside synthesis, we describe here the first example of an extremophilic glycosyl hydrolase from Halothermothrix orenii ( Hor GH1) engineered towards thioglycosynthase activity with a novel combination of mutations. Using the triple mutant, Hor GH1 M299R/E166A/E354G, a range of thioglycosides from glycosyl fluoride donors and aromatic thiols could be synthesised with exquisite stereoselectivity and good to excellent conversions (61–93%).