Literature DB >> 18667314

A convenient one-step synthesis of L-aminotryptophans and improved synthesis of 5-fluorotryptophan.

Michael Winn1, Abhijeet Deb Roy, Sabine Grüschow, Raj S Parameswaran, Rebecca J M Goss.   

Abstract

A one-pot biotransformation for the generation of a series of L-aminotryptophans using a readily prepared protein extract containing tryptophan synthase is reported. The extract exhibits remarkable stability upon freeze-drying, and may be stored and used for long periods after its preparation without significant loss of activity.

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Year:  2008        PMID: 18667314     DOI: 10.1016/j.bmcl.2008.07.053

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  8 in total

1.  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

2.  Multisite prenylation of 4-substituted tryptophans by dimethylallyltryptophan synthase.

Authors:  Jeffrey D Rudolf; Hong Wang; C Dale Poulter
Journal:  J Am Chem Soc       Date:  2013-01-28       Impact factor: 15.419

3.  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

4.  Unlocking Reactivity of TrpB: A General Biocatalytic Platform for Synthesis of Tryptophan Analogues.

Authors:  David K Romney; Javier Murciano-Calles; Jöri E Wehrmüller; Frances H Arnold
Journal:  J Am Chem Soc       Date:  2017-07-28       Impact factor: 15.419

5.  Sonogashira diversification of unprotected halotryptophans, halotryptophan containing tripeptides; and generation of a new to nature bromo-natural product and its diversification in water.

Authors:  M J Corr; S V Sharma; C Pubill-Ulldemolins; R T Bown; P Poirot; D R M Smith; C Cartmell; A Abou Fayad; R J M Goss
Journal:  Chem Sci       Date:  2016-11-11       Impact factor: 9.825

6.  Heck Diversification of Indole-Based Substrates under Aqueous Conditions: From Indoles to Unprotected Halo-tryptophans and Halo-tryptophans in Natural Product Derivatives.

Authors:  Cristina Pubill-Ulldemolins; Sunil V Sharma; Christopher Cartmell; Jinlian Zhao; Paco Cárdenas; Rebecca J M Goss
Journal:  Chemistry       Date:  2019-07-19       Impact factor: 5.236

Review 7.  Tryptophan Synthase: Biocatalyst Extraordinaire.

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

8.  De novo Biosynthesis of "Non-Natural" Thaxtomin Phytotoxins.

Authors:  Michael Winn; Daniel Francis; Jason Micklefield
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-08       Impact factor: 15.336

  8 in total

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