Literature DB >> 21993353

Asymmetric catalysis with peptides.

Helma Wennemers1.   

Abstract

Over the past decade several peptides have been developed as effective asymmetric catalysts for a range of synthetically useful reactions. Many have properties that are difficult to achieve with other catalysts. The article highlights features that render peptidic organocatalysts unique and attractive for future applications. Challenges such as the design of peptidic catalysts are discussed.

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Year:  2011        PMID: 21993353     DOI: 10.1039/c1cc15237h

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


  25 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.  Parameterization and Analysis of Peptide-Based Catalysts for the Atroposelective Bromination of 3-Arylquinazolin-4(3H)-ones.

Authors:  Jennifer M Crawford; Elizabeth A Stone; Anthony J Metrano; Scott J Miller; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2018-01-10       Impact factor: 15.419

3.  Synthetic fermentation of bioactive non-ribosomal peptides without organisms, enzymes or reagents.

Authors:  Yi-Lin Huang; Jeffrey W Bode
Journal:  Nat Chem       Date:  2014-09-07       Impact factor: 24.427

4.  Chemoenzymatic synthesis of each enantiomer of orthogonally protected 4,4-difluoroglutamic acid: a candidate monomer for chiral Brønsted acid peptide-based catalysts.

Authors:  Yang Li; Scott J Miller
Journal:  J Org Chem       Date:  2011-11-09       Impact factor: 4.354

5.  Function-Oriented Investigations of a Peptide-Based Catalyst that Mediates Enantioselective Allylic Alcohol Epoxidation.

Authors:  Nadia C Abascal; Phillip A Lichtor; Michael W Giuliano; Scott J Miller
Journal:  Chem Sci       Date:  2014-11-01       Impact factor: 9.825

6.  Structural studies of β-turn-containing peptide catalysts for atroposelective quinazolinone bromination.

Authors:  A J Metrano; N C Abascal; B Q Mercado; E K Paulson; S J Miller
Journal:  Chem Commun (Camb)       Date:  2016-03-10       Impact factor: 6.222

7.  Isolating Conformers to Assess Dynamics of Peptidic Catalysts Using Computationally Designed Macrocyclic Peptides.

Authors:  Elizabeth A Stone; Parisa Hosseinzadeh; Timothy W Craven; Michael J Robertson; Yaodong Han; Sheng-Ying Hsieh; Anthony J Metrano; David Baker; Scott J Miller
Journal:  ACS Catal       Date:  2021-03-25       Impact factor: 13.084

Review 8.  Asymmetric Catalysis Mediated by Synthetic Peptides, Version 2.0: Expansion of Scope and Mechanisms.

Authors:  Anthony J Metrano; Alex J Chinn; Christopher R Shugrue; Elizabeth A Stone; Byoungmoo Kim; Scott J Miller
Journal:  Chem Rev       Date:  2020-09-24       Impact factor: 60.622

9.  Molecular Dynamics Simulations of a Conformationally Mobile Peptide-Based Catalyst for Atroposelective Bromination.

Authors:  Xin Cindy Yan; Anthony J Metrano; Michael J Robertson; Nadia C Abascal; Julian Tirado-Rives; Scott J Miller; William L Jorgensen
Journal:  ACS Catal       Date:  2018-09-13       Impact factor: 13.084

10.  Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2 -Symmetric Biaryls.

Authors:  Gavin Coombs; Marcus H Sak; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-30       Impact factor: 15.336

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