Literature DB >> 16478176

High-throughput enzymatic method for enantiomeric excess determination of O-acetylated cyanohydrins.

Anders Hamberg1, Stina Lundgren, Maël Penhoat, Christina Moberg, Karl Hult.   

Abstract

The reaction yield and enantiomeric excess of O-acetylated cyanohydrin reaction products from a library of chiral catalysts can be analyzed by a three-step screening method. Alcohol dehydrogenase and NADH are used to analyze unreacted substrate. A lipase with absolute specificity converts one enantiomer to a quantifiable product before the remaining enantiomer is hydrolyzed with an unspecific esterase and quantified.

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Year:  2006        PMID: 16478176     DOI: 10.1021/ja058474r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  7 in total

1.  Chiral amine enantiomeric excess determination using self-assembled octahedral Fe(II)-imine complexes.

Authors:  Justin M Dragna; Alexandra M Gade; Lee Tran; Vince M Lynch; Eric V Anslyn
Journal:  Chirality       Date:  2015-02-09       Impact factor: 2.437

2.  "Cassette" in situ enzymatic screening identifies complementary chiral scaffolds for hydrolytic kinetic resolution across a range of epoxides.

Authors:  Sangeeta Dey; Douglas R Powell; Chunhua Hu; David B Berkowitz
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

3.  Combinatorial catalysis employing a visible enzymatic beacon in real time: synthetically versatile (pseudo)halometalation/carbocyclizations.

Authors:  Jacob A Friest; Sylvain Broussy; Woo Jin Chung; David B Berkowitz
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-16       Impact factor: 15.336

4.  A fluorogenic aldehyde bearing a 1,2,3-triazole moiety for monitoring the progress of aldol reactions.

Authors:  Hai-Ming Guo; Fujie Tanaka
Journal:  J Org Chem       Date:  2009-03-20       Impact factor: 4.354

5.  The In Situ Enzymatic Screening (ISES) Approach to Reaction Discovery and Catalyst Identification.

Authors:  Robert A Swyka; David B Berkowitz
Journal:  Curr Protoc Chem Biol       Date:  2017-12-14

6.  A thiocyanopalladation/carbocyclization transformation identified through enzymatic screening: stereocontrolled tandem C-SCN and C-C bond formation.

Authors:  G Malik; R A Swyka; V K Tiwari; X Fei; G A Applegate; D B Berkowitz
Journal:  Chem Sci       Date:  2017-10-03       Impact factor: 9.825

7.  Mini-ISES identifies promising carbafructopyranose-based salens for asymmetric catalysis: Tuning ligand shape via the anomeric effect.

Authors:  Kannan R Karukurichi; Xiang Fei; Robert A Swyka; Sylvain Broussy; Weijun Shen; Sangeeta Dey; Sandip K Roy; David B Berkowitz
Journal:  Sci Adv       Date:  2015-07-10       Impact factor: 14.136

  7 in total

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