Literature DB >> 21270984

Phosphate mediated biomimetic synthesis of tetrahydroisoquinoline alkaloids.

Thomas Pesnot1, Markus C Gershater, John M Ward, Helen C Hailes.   

Abstract

A one-pot synthesis of tetrahydroisoquinoline alkaloids in a phosphate buffer has been achieved, and a reaction mechanism proposed. The utilisation of mild reaction conditions readily afforded a range of isoquinolines, including norcoclaurine.

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Year:  2011        PMID： 21270984     DOI： 10.1039/c0cc05282e

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


  17 in total

1.  Immobilization of Lathyrus cicera Amine Oxidase on Magnetic Microparticles for Biocatalytic Applications.

Authors:  Elisa Di Fabio; Antonia Iazzetti; Alessio Incocciati; Valentina Caseli; Giancarlo Fabrizi; Alberto Boffi; Alessandra Bonamore; Alberto Macone
Journal:  Int J Mol Sci       Date:  2022-06-10       Impact factor: 6.208

2.  Tetrahydroisoquinolines affect the whole-cell phenotype of Mycobacterium tuberculosis by inhibiting the ATP-dependent MurE ligase.

Authors:  Juan D Guzman; Thomas Pesnot; Diana A Barrera; Heledd M Davies; Eleanor McMahon; Dimitrios Evangelopoulos; Parisa N Mortazavi; Tulika Munshi; Arundhati Maitra; Eleanor D Lamming; Richard Angell; Markus C Gershater; Joanna M Redmond; Deborah Needham; John M Ward; Luis E Cuca; Helen C Hailes; Sanjib Bhakta
Journal:  J Antimicrob Chemother       Date:  2015-02-04       Impact factor: 5.790

3.  'Dopamine-first' mechanism enables the rational engineering of the norcoclaurine synthase aldehyde activity profile.

Authors:  Benjamin R Lichman; Markus C Gershater; Eleanor D Lamming; Thomas Pesnot; Altin Sula; Nicholas H Keep; Helen C Hailes; John M Ward
Journal:  FEBS J       Date:  2015-02-09       Impact factor: 5.542

Review 4.  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

5.  Genes encoding norcoclaurine synthase occur as tandem fusions in the Papaveraceae.

Authors:  Jing Li; Eun-Jeong Lee; Limei Chang; Peter J Facchini
Journal:  Sci Rep       Date:  2016-12-19       Impact factor: 4.379

6.  Enzyme catalysed Pictet-Spengler formation of chiral 1,1'-disubstituted- and spiro-tetrahydroisoquinolines.

Authors:  Benjamin R Lichman; Jianxiong Zhao; Helen C Hailes; John M Ward
Journal:  Nat Commun       Date:  2017-04-03       Impact factor: 14.919

7.  Biocatalytic production of tetrahydroisoquinolines.

Authors:  Bettina M Ruff; S Bräse; Sarah E O'Connor
Journal:  Tetrahedron Lett       Date:  2012-02-29       Impact factor: 2.032

Review 8.  Green Routes for the Production of Enantiopure Benzylisoquinoline Alkaloids.

Authors:  Francesca Ghirga; Alessandra Bonamore; Lorenzo Calisti; Ilaria D'Acquarica; Mattia Mori; Bruno Botta; Alberto Boffi; Alberto Macone
Journal:  Int J Mol Sci       Date:  2017-11-20       Impact factor: 5.923

9.  One-pot chemoenzymatic synthesis of trolline and tetrahydroisoquinoline analogues.

Authors:  Jianxiong Zhao; Benjamin R Lichman; John M Ward; Helen C Hailes
Journal:  Chem Commun (Camb)       Date:  2018-02-01       Impact factor: 6.222

10.  Enzymatic and Chemoenzymatic Three-Step Cascades for the Synthesis of Stereochemically Complementary Trisubstituted Tetrahydroisoquinolines.

Authors:  Vanessa Erdmann; Benjamin R Lichman; Jianxiong Zhao; Robert C Simon; Wolfgang Kroutil; John M Ward; Helen C Hailes; Dörte Rother
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-06       Impact factor: 15.336
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