10593-79-0Relevant academic research and scientific papers
UGT74B1 from Arabidopsis thaliana as a versatile biocatalyst for the synthesis of desulfoglycosinolates
Marroun, Sami,Montaut, Sabine,Marquès, Stéphanie,Lafite, Pierre,Coadou, Ga?l,Rollin, Patrick,Jousset, Guillaume,Schuler, Marie,Tatibou?t, Arnaud,Oulyadi, Hassan,Daniellou, Richard
, p. 6252 - 6261 (2016)
Thioglycosides, even if rare in Nature, have gained increased interest for their biological properties. Chemical syntheses of this class of compounds have been largely studied but little has been reported on their biosynthesis. Herein, combining experiments from the different fields of enzymology, bioorganic chemistry and molecular modeling, we wish to demonstrate the versatility of the glucosyltransferase UGT74B1 and its synthetic potency for the preparation of a variety of natural and unnatural desulfoglycosinolates.
COUNTERATTACK REAGENTS: THIOSILANES IN THE CONVERSION OF NITRO COMPOUNDS TO THIOHYDROXAMIC ACIDS AND THIOHYDROXIMATES
Hwu, Jih Ru,Tsay, Shwu-Chen
, p. 7413 - 7428 (2007/10/02)
Various primary nitro compounds were reacted sequentially with KH and Me3SiSSiMe3 in THF to give thiohydroxamic acids in 56-92 percent yields.By the same strategy, a thiohydroxamic acid was obtained in 50 percent yield by treatment of trans-β-nitrostyrene with i-PrSLi in THF and then with Me3SiSSiMe3.Reaction of primary nitro compounds with n-BuLi and then with MeSSiMe3 or PhSSiMe3 produced the corresponding thiohydroximates in 61-78 percent yields.Secondary nitro compounds were converted to oximes in 68-96 percent yields by reaction with KH and Me3SiSSiMe3 or MeSSiMe3 in THF or 1,4-dioxane.In these "one-flask" reactions, thiosilanes Me3SiSSiMe3, MeSSiMe3, and PhSSiMe3 acted as "counterattack reagents".
