1384108-57-9Relevant articles and documents
Sulfation made simple: A strategy for synthesising sulfated molecules
Gill, Daniel M.,Male, Louise,Jones, Alan M.
, p. 4319 - 4322 (2019)
The study of organosulfates is a burgeoning area in biology, yet there are significant challenges with their synthesis. We report the development of a tributylsulfoammonium betaine as a high yielding route to organosulfates. The optimised reaction conditions were interrogated with a diverse range of alcohols, including natural products and amino acids.
The substrate spectrum of the inverting sec-alkylsulfatase Pisa1
Schober, Markus,Knaus, Tanja,Toesch, Michael,MacHeroux, Peter,Wagner, Ulrike,Faber, Kurt
body text, p. 1737 - 1742 (2012/07/31)
The substrate spectrum of the inverting alkylsulfatase Pisa1 was investigated using a range of sec-alkyl sulfate esters bearing aromatic, olefinic and acetylenic moieties. Perfect enantioselectivities were obtained for substrates bearing groups of different size adjacent to the sulfate ester moiety. Insufficient selectivities could be doubled by using dimethyl sulfoxide (DMSO) as co-solvent. Hydrolytically unstable benzylic sulfate esters could be sufficiently stabilised by introduction of electron-withdrawing substituents. Overall, Pisa1 appears to be a very useful inverting alkylsulfatase for the deracemisation of rac-sec-alcohols via enzymatic hydrolysis of their corresponding sulfate esters, which furnishes homochiral products possessing the 'anti-Kazlauskas' configuration. Copyright