Literature DB >> 17728879

A template-based mnemonic for monoamine oxidase (MAO-N) catalyzed reactions and its application to the chemo-enzymatic deracemisation of the alkaloid (+/-)-crispine A.

Kevin R Bailey1, Andrew J Ellis, Renate Reiss, Timothy J Snape, Nicholas J Turner.   

Abstract

A template-based mnemonic has been developed for the enzyme monoamine oxidase from Aspergillus niger and has been used to successfully identify the alkaloid (+/-)-crispine A as a target for chemo-enzymatic deracemisation yielding the biologically active (R)-enantiomer in 97% e.e.

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Year:  2007        PMID： 17728879     DOI： 10.1039/b710456a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  13 in total

Review 1.  Directed evolution drives the next generation of biocatalysts.

Authors:  Nicholas J Turner
Journal:  Nat Chem Biol       Date:  2009-08       Impact factor: 15.040

2.  A new dehydrogenase from Clostridium acetobutylicum for asymmetric synthesis: dynamic reductive kinetic resolution entry into the Taxotère side chain.

Authors:  Gregory A Applegate; Ross W Cheloha; David L Nelson; David B Berkowitz
Journal:  Chem Commun (Camb)       Date:  2010-12-20       Impact factor: 6.222

3.  Asymmetric Preparation of prim-, sec-, and tert-Amines Employing Selected Biocatalysts.

Authors:  Wolfgang Kroutil; Eva-Maria Fischereder; Christine S Fuchs; Horst Lechner; Francesco G Mutti; Desiree Pressnitz; Aashrita Rajagopalan; Johann H Sattler; Robert C Simon; Elina Siirola
Journal:  Org Process Res Dev       Date:  2013-04-22       Impact factor: 3.317

4.  Biocatalytic organic synthesis of optically pure (S)-scoulerine and berbine and benzylisoquinoline alkaloids.

Authors:  Joerg H Schrittwieser; Verena Resch; Silvia Wallner; Wolf-Dieter Lienhart; Johann H Sattler; Jasmin Resch; Peter Macheroux; Wolfgang Kroutil
Journal:  J Org Chem       Date:  2011-07-19       Impact factor: 4.354

Review 5.  Recent biocatalytic oxidation-reduction cascades.

Authors:  Joerg H Schrittwieser; Johann Sattler; Verena Resch; Francesco G Mutti; Wolfgang Kroutil
Journal:  Curr Opin Chem Biol       Date:  2010-12-02       Impact factor: 8.822

6.  Deracemization by simultaneous bio-oxidative kinetic resolution and stereoinversion.

Authors:  Joerg H Schrittwieser; Bas Groenendaal; Verena Resch; Diego Ghislieri; Silvia Wallner; Eva-Maria Fischereder; Elisabeth Fuchs; Barbara Grischek; Johann H Sattler; Peter Macheroux; Nicholas J Turner; Wolfgang Kroutil
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-24       Impact factor: 15.336

7.  Controlling stereoselectivity by enzymatic and chemical means to access enantiomerically pure (1S,3R)-1-benzyl-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline derivatives.

Authors:  Alejandro A Orden; Joerg H Schrittwieser; Verena Resch; Francesco G Mutti; Wolfgang Kroutil
Journal:  Tetrahedron Asymmetry       Date:  2013-06-30

Review 8.  The role of biocatalysis in the asymmetric synthesis of alkaloids.

Authors:  Joerg H Schrittwieser; Verena Resch
Journal:  RSC Adv       Date:  2013-08-07       Impact factor: 3.361

9.  Synthesis of crispine A analogues via an intramolecular Schmidt reaction.

Authors:  Ajoy Kapat; Ponminor Senthil Kumar; Sundarababu Baskaran
Journal:  Beilstein J Org Chem       Date:  2007-12-19       Impact factor: 2.883

Review 10.  Synthetic biology for the directed evolution of protein biocatalysts: navigating sequence space intelligently.

Authors:  Andrew Currin; Neil Swainston; Philip J Day; Douglas B Kell
Journal:  Chem Soc Rev       Date:  2015-03-07       Impact factor: 54.564
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