Literature DB >> 24805161

The first one-pot synthesis of L-7-iodotryptophan from 7-iodoindole and serine, and an improved synthesis of other L-7-halotryptophans.

Duncan R M Smith1, Tom Willemse, Danai S Gkotsi, Wim Schepens, Bert U W Maes, Steven Ballet, Rebecca J M Goss.   

Abstract

A simple and scalable one-pot biotransformation enables direct access to L-halotryptophans, including L-7-iodotryptophan, from the corresponding haloindoles. The biotransformation utilizes an easy to prepare bacterial cell lysate that may be stored as the lyophilizate for several months and utilized as a catalyst as and when required.

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Year:  2014        PMID: 24805161     DOI: 10.1021/ol5007746

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  18 in total

1.  Synthesis of β-Branched Tryptophan Analogues Using an Engineered Subunit of Tryptophan Synthase.

Authors:  Michael Herger; Paul van Roye; David K Romney; Sabine Brinkmann-Chen; Andrew R Buller; Frances H Arnold
Journal:  J Am Chem Soc       Date:  2016-07-01       Impact factor: 15.419

2.  Improved Synthesis of 4-Cyanotryptophan and Other Tryptophan Analogues in Aqueous Solvent Using Variants of TrpB from Thermotoga maritima.

Authors:  Christina E Boville; David K Romney; Patrick J Almhjell; Michaela Sieben; Frances H Arnold
Journal:  J Org Chem       Date:  2018-04-27       Impact factor: 4.354

3.  Facile in Vitro Biocatalytic Production of Diverse Tryptamines.

Authors:  Allwin D McDonald; Lydia J Perkins; Andrew R Buller
Journal:  Chembiochem       Date:  2019-06-05       Impact factor: 3.164

4.  A Panel of TrpB Biocatalysts Derived from Tryptophan Synthase through the Transfer of Mutations that Mimic Allosteric Activation.

Authors:  Javier Murciano-Calles; David K Romney; Sabine Brinkmann-Chen; Andrew R Buller; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-11       Impact factor: 15.336

5.  Directed Evolution Mimics Allosteric Activation by Stepwise Tuning of the Conformational Ensemble.

Authors:  Andrew R Buller; Paul van Roye; Jackson K B Cahn; Remkes A Scheele; Michael Herger; Frances H Arnold
Journal:  J Am Chem Soc       Date:  2018-05-17       Impact factor: 15.419

6.  Directed evolution of the tryptophan synthase β-subunit for stand-alone function recapitulates allosteric activation.

Authors:  Andrew R Buller; Sabine Brinkmann-Chen; David K Romney; Michael Herger; Javier Murciano-Calles; Frances H Arnold
Journal:  Proc Natl Acad Sci U S A       Date:  2015-11-09       Impact factor: 11.205

7.  C7-derivatization of C3-alkylindoles including tryptophans and tryptamines.

Authors:  Richard P Loach; Owen S Fenton; Kazuma Amaike; Dustin S Siegel; Erhan Ozkal; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2014-11-10       Impact factor: 4.354

8.  Living GenoChemetics by hyphenating synthetic biology and synthetic chemistry in vivo.

Authors:  Sunil V Sharma; Xiaoxue Tong; Cristina Pubill-Ulldemolins; Christopher Cartmell; Emma J A Bogosyan; Emma J Rackham; Enrico Marelli; Refaat B Hamed; Rebecca J M Goss
Journal:  Nat Commun       Date:  2017-08-09       Impact factor: 14.919

Review 9.  Tryptophan Synthase: Biocatalyst Extraordinaire.

Authors:  Ella Watkins-Dulaney; Sabine Straathof; Frances Arnold
Journal:  Chembiochem       Date:  2020-09-22       Impact factor: 3.164

10.  An engineered biosynthetic-synthetic platform for production of halogenated indolmycin antibiotics.

Authors:  Elesha R Hoffarth; Sunnie Kong; Hai-Yan He; Katherine S Ryan
Journal:  Chem Sci       Date:  2021-06-01       Impact factor: 9.825

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