33877-16-6Relevant articles and documents
Accelerated reduction and solubilization of elemental sulfur by 1,2-aminothiols
Stoffel, Jonathan T.,Riordan, Kimberly T.,Tsui, Emily Y.
supporting information, p. 12488 - 12491 (2021/12/04)
Nucleophilic 1,2-aminothiol compounds readily reduce typically-insoluble elemental sulfur to polysulfides in both water and nonpolar organic solvents. The resulting anionic polysulfide species are stabilized through hydrogen-bonding interactions with the proximal amine moieties. These interactions can facilitate sulfur transfer to alkenes.
Kinetic Resolution of sec-Thiols by Enantioselective Oxidation with Rationally Engineered 5-(Hydroxymethyl)furfural Oxidase
Pickl, Mathias,Swoboda, Alexander,Romero, Elvira,Winkler, Christoph K.,Binda, Claudia,Mattevi, Andrea,Faber, Kurt,Fraaije, Marco W.
, p. 2864 - 2868 (2018/03/08)
Various flavoprotein oxidases were recently shown to oxidize primary thiols. Herein, this reactivity is extended to sec-thiols by using structure-guided engineering of 5-(hydroxymethyl)furfural oxidase (HMFO). The variants obtained were employed for the oxidative kinetic resolution of racemic sec-thiols, thus yielding the corresponding thioketones and nonreacted R-configured thiols with excellent enantioselectivities (E≥200). The engineering strategy applied went beyond the classic approach of replacing bulky amino acid residues with smaller ones, as the active site was additionally enlarged by a newly introduced Thr residue. This residue established a hydrogen-bonding interaction with the substrates, as verified in the crystal structure of the variant. These strategies unlocked HMFO variants for the enantioselective oxidation of a range of sec-thiols.
Ligand dependence of the synthetic approach and chiroptical properties of a magic cluster protected with a bicyclic chiral thiolate
Knoppe, Stefan,Kothalawala, Nuwan,Jupally, Vijay Reddy,Dass, Amala,Buergi, Thomas
supporting information; experimental part, p. 4630 - 4632 (2012/06/15)
Chiral gold clusters stabilised by enantiopure thiolates were prepared, size-selected and characterised by circular dichroism and mass spectrometry. The product distribution is found to be ligand dependent. Au25 clusters protected with camphorthiol show clear resemblance of their chiroptical properties with their glutathionate analogue. The Royal Society of Chemistry 2012.