75348-02-6Relevant articles and documents
Engineered Artificial Carboligases Facilitate Regioselective Preparation of Enantioenriched Aldol Adducts
MacDonald, Duncan S.,Garrabou, Xavier,Klaus, Cindy,Verez, Rebecca,Mori, Takahiro,Hilvert, Donald
, p. 10250 - 10254 (2020)
Controlling regio- A nd stereoselectivity of aldol additions is generally challenging. Here we show that an artificial aldolase with high specificity for acetone as the aldol donor can be reengineered via single active site mutations to accept linear and cyclic aliphatic ketones with notable efficiency, regioselectivity, and stereocontrol. Biochemical and crystallographic data show how the mutated residues modulate the binding and activation of specific aldol donors, as well as their subsequent reaction with diverse aldehyde acceptors. Broadening the substrate scope of this evolutionarily na?ve catalyst proved much easier than previous attempts to redesign natural aldolases, suggesting that such proteins may be excellent starting points for the development of customized biocatalysts for diverse practical applications.
Microbiological Reduction of Cyclohexenones by Growing Clostridium Cells
Bostmembrun-Desrut, M.,Kergomard, A.,Renard, M. F.,Veschambre, H.
, p. 1997 - 2000 (2007/10/02)
2-Deuterio-2-cyclohexen-1-one, 3-deuterio-2-cyclohexen-1-one and 2-methyl-2-cyclohexen-1-one were reduced by Clostridium La 1 giving a single bioconversion product resulting from reduction of the carbon-carbon double bond.Stereochemistry of the reaction was studied.
Optical Rotatory Dispersion Studies. 133. Deuterium Octant Contributions in Cyclohexanones
Sundararaman, P.,Barth, Guenter,Djerassi, Carl
, p. 5231 - 5236 (2007/10/02)
The synthesis of four conformationally rigid monodeuterium-substituted cyclohexanones, (2R,4R)-4-isopropyl(2-2H1)cyclohexanone (1), (2S,4R)-4-isopropyl(2-2H1)cyclohexanone (2), (3R,4R)-4-tert-butyl(3-2H1)-cyclohexanone (3), and (3S,4R)-4-tert-butyl(3-2H1)
MICROBIOLOGICAL SYNTHESIS AND CIRCULAR DICHROISM OF OPTICALLY ACTIVE 2-DEUTERIO-CYCLOALKANONES
Dauphin, G.,Gramain, J. C.,Kergomard, A.,Renard, M. F.,Veschambre, H.
, p. 4275 - 4278 (2007/10/02)
Optically active 2-deuterio-cyclopentanone and 2-deuterio-cyclohexanone have been prepared by microbiological reduction of 2-deuterio α,β-unsaturated cyclic ketones by Beauveria sulfurescens.