35587-52-1Relevant articles and documents
Enantiocomplementary Epoxidation Reactions Catalyzed by an Engineered Cofactor-Independent Non-natural Peroxygenase
Crotti, Michele,Kataja, Kim M.,Poelarends, Gerrit J.,Saravanan, Thangavelu,Xu, Guangcai
, p. 10374 - 10378 (2020/04/23)
Peroxygenases are heme-dependent enzymes that use peroxide-borne oxygen to catalyze a wide range of oxyfunctionalization reactions. Herein, we report the engineering of an unusual cofactor-independent peroxygenase based on a promiscuous tautomerase that accepts different hydroperoxides (t-BuOOH and H2O2) to accomplish enantiocomplementary epoxidations of various α,β-unsaturated aldehydes (citral and substituted cinnamaldehydes), providing access to both enantiomers of the corresponding α,β-epoxy-aldehydes. High conversions (up to 98 %), high enantioselectivity (up to 98 % ee), and good product yields (50–80 %) were achieved. The reactions likely proceed via a reactive enzyme-bound iminium ion intermediate, allowing tweaking of the enzyme's activity and selectivity by protein engineering. Our results underscore the potential of catalytic promiscuity for the engineering of new cofactor-independent oxidative enzymes.
Methods for protection of stratified squamous epithelium against injury by noxious substances and novel agents for use therefor
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, (2008/06/13)
Novel sulfate ester agents and the use of those agents for treating gastroesophageal reflux disease (GERD) are described, exemplary agents being of the formula: wherein X is —OCH2— or —CH2O—; Y is a group pendant from X comprising at least one —OSO3R4 moiety, wherein R4 is H or a pharmaceutically acceptable cation; n is an integer from 1-3; and R1 and R2 are each independently selected from the group consisting of —H, a halogen with an atomic number from 9 to 53, —SO3R4, —NCS, —NCO, —NH(CO)—OR3, —NH(CS)SR3, —NH(C═NH)OR3, —NHCOCH2Cl, —NHCOCH2Br, —NHCO—CH═CH2, —NHC(O)—CF3, wherein R4 is H or a pharmaceutically acceptable cation.
