Literature DB >> 32215395

Solid-phase synthesis of DNA-encoded libraries via an "aldehyde explosion" strategy.

Nicholas G Paciaroni1, John M Ndungu, Thomas Kodadek.   

Abstract

We report chemistry suitable for the solid-phase synthesis of DNA-encoded libraries with an unusually high level of structural diversity. The strategy involves "exploding" an immobilized aldehyde into a plethora of different functional groups under DNA-compatible conditions.

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Year:  2020        PMID: 32215395      PMCID: PMC7298663          DOI: 10.1039/d0cc01474e

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


  28 in total

1.  Direct synthesis of indenes via a rhodium-catalyzed multicomponent Csp2-H annulation reaction.

Authors:  Pierre Querard; Chao-Jun Li
Journal:  Org Biomol Chem       Date:  2018-11-07       Impact factor: 3.876

2.  DNA-Compatible [3 + 2] Nitrone-Olefin Cycloaddition Suitable for DEL Syntheses.

Authors:  Christopher J Gerry; Zhenhua Yang; Michele Stasi; Stuart L Schreiber
Journal:  Org Lett       Date:  2019-02-14       Impact factor: 6.005

3.  Solid-Phase Synthesis of β-Hydroxy Ketones Via DNA-Compatible Organocatalytic Aldol Reactions.

Authors:  Keitou Shu; Thomas Kodadek
Journal:  ACS Comb Sci       Date:  2018-04-03       Impact factor: 3.784

4.  Amino acid catalyzed direct asymmetric aldol reactions: a bioorganic approach to catalytic asymmetric carbon-carbon bond-forming reactions.

Authors:  K Sakthivel; W Notz; T Bui; C F Barbas
Journal:  J Am Chem Soc       Date:  2001-06-06       Impact factor: 15.419

5.  Solid-phase synthesis of diverse peptide tertiary amides by reductive amination.

Authors:  Kevin Pels; Thomas Kodadek
Journal:  ACS Comb Sci       Date:  2015-02-25       Impact factor: 3.784

6.  In vitro selection of a DNA-templated small-molecule library reveals a class of macrocyclic kinase inhibitors.

Authors:  Ralph E Kleiner; Christoph E Dumelin; Gerald C Tiu; Kaori Sakurai; David R Liu
Journal:  J Am Chem Soc       Date:  2010-08-25       Impact factor: 15.419

7.  What is a "DNA-Compatible" Reaction?

Authors:  Marie L Malone; Brian M Paegel
Journal:  ACS Comb Sci       Date:  2016-03-23       Impact factor: 3.784

8.  In situ generation of the Ohira-Bestmann reagent from stable sulfonyl azide: scalable synthesis of alkynes from aldehydes.

Authors:  Tue Heesgaard Jepsen; Jesper Langgaard Kristensen
Journal:  J Org Chem       Date:  2014-09-25       Impact factor: 4.354

9.  An Amphiphilic Polymer-Supported Strategy Enables Chemical Transformations under Anhydrous Conditions for DNA-Encoded Library Synthesis.

Authors:  Yves Ruff; Roberto Martinez; Xavier Pellé; Pierre Nimsgern; Pascale Fille; Maxim Ratnikov; Frédéric Berst
Journal:  ACS Comb Sci       Date:  2020-02-27       Impact factor: 3.784

10.  Development and Synthesis of DNA-Encoded Benzimidazole Library.

Authors:  Yun Ding; Jing Chai; Paolo A Centrella; Chenaimwoyo Gondo; Jennifer L DeLorey; Matthew A Clark
Journal:  ACS Comb Sci       Date:  2018-04-25       Impact factor: 3.784

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  5 in total

1.  Integrating DNA-encoded chemical libraries with virtual combinatorial library screening: Optimizing a PARP10 inhibitor.

Authors:  Mike Lemke; Hannah Ravenscroft; Nicole J Rueb; Dmitri Kireev; Dana Ferraris; Raphael M Franzini
Journal:  Bioorg Med Chem Lett       Date:  2020-08-05       Impact factor: 2.823

Review 2.  DNA-Encoded Chemistry: Drug Discovery from a Few Good Reactions.

Authors:  Patrick R Fitzgerald; Brian M Paegel
Journal:  Chem Rev       Date:  2020-10-12       Impact factor: 72.087

Review 3.  Scanning Protein Surfaces with DNA-Encoded Libraries.

Authors:  Verena B K Kunig; Marco Potowski; Mateja Klika Škopić; Andreas Brunschweiger
Journal:  ChemMedChem       Date:  2020-12-28       Impact factor: 3.466

4.  Metal-Free and Open-Air Arylation Reactions of Diaryliodonium Salts for DNA-Encoded Library Synthesis.

Authors:  Hongtao Xu; Tingting Tan; Yiyuan Zhang; Yan Wang; Kangyin Pan; Ying Yao; Shuning Zhang; Yuang Gu; Wanting Chen; Jie Li; Hewei Dong; Yu Meng; Peixiang Ma; Wei Hou; Guang Yang
Journal:  Adv Sci (Weinh)       Date:  2022-07-19       Impact factor: 17.521

Review 5.  Opportunities for Expanding Encoded Chemical Diversification and Improving Hit Enrichment in mRNA-Displayed Peptide Libraries.

Authors:  Paddy R A Melsen; Ryoji Yoshisada; Seino A K Jongkees
Journal:  Chembiochem       Date:  2022-02-18       Impact factor: 3.461

  5 in total

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