Literature DB >> 23169705

5(4H)-oxazolones as intermediates in the carbodiimide- and cyanamide-promoted peptide activations in aqueous solution.

Grégoire Danger1, Arthur Michaut, Manon Bucchi, Laurent Boiteau, Justine Canal, Raphaël Plasson, Robert Pascal.   

Abstract

The early days: although considered a species to be avoided in peptide chemistry, the intermediacy of 5(4H)-oxazolones is demonstrated to be essential for the formation of peptides through cyanamide and carbodiimide activation in aqueous solution.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 23169705     DOI: 10.1002/anie.201207730

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  10 in total

1.  The Activation of Free Dipeptides Promoted by Strong Activating Agents in Water Does not Yield Diketopiperazines.

Authors:  Damien Beaufils; Sandra Jepaul; Ziwei Liu; Laurent Boiteau; Robert Pascal
Journal:  Orig Life Evol Biosph       Date:  2015-07-24       Impact factor: 1.950

2.  Spontaneous Formation of RNA Strands, Peptidyl RNA, and Cofactors.

Authors:  Mario Jauker; Helmut Griesser; Clemens Richert
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-05       Impact factor: 15.336

3.  Evolutionary importance of the intramolecular pathways of hydrolysis of phosphate ester mixed anhydrides with amino acids and peptides.

Authors:  Ziwei Liu; Damien Beaufils; Jean-Christophe Rossi; Robert Pascal
Journal:  Sci Rep       Date:  2014-12-11       Impact factor: 4.379

Review 4.  Prebiotic Lipidic Amphiphiles and Condensing Agents on the Early Earth.

Authors:  Michele Fiore; Peter Strazewski
Journal:  Life (Basel)       Date:  2016-03-28

5.  Emergence of native peptide sequences in prebiotic replication networks.

Authors:  Jayanta Nanda; Boris Rubinov; Denis Ivnitski; Rakesh Mukherjee; Elina Shtelman; Yair Motro; Yifat Miller; Nathaniel Wagner; Rivka Cohen-Luria; Gonen Ashkenasy
Journal:  Nat Commun       Date:  2017-09-05       Impact factor: 14.919

Review 6.  Chemical roots of biological evolution: the origins of life as a process of development of autonomous functional systems.

Authors:  Kepa Ruiz-Mirazo; Carlos Briones; Andrés de la Escosura
Journal:  Open Biol       Date:  2017-04       Impact factor: 6.411

7.  Mapping a Systematic Ribozyme Fitness Landscape Reveals a Frustrated Evolutionary Network for Self-Aminoacylating RNA.

Authors:  Abe D Pressman; Ziwei Liu; Evan Janzen; Celia Blanco; Ulrich F Müller; Gerald F Joyce; Robert Pascal; Irene A Chen
Journal:  J Am Chem Soc       Date:  2019-04-05       Impact factor: 15.419

8.  Emergent properties as by-products of prebiotic evolution of aminoacylation ribozymes.

Authors:  Evan Janzen; Yuning Shen; Alberto Vázquez-Salazar; Ziwei Liu; Celia Blanco; Josh Kenchel; Irene A Chen
Journal:  Nat Commun       Date:  2022-06-25       Impact factor: 17.694

9.  Fatty acids' double role in the prebiotic formation of a hydrophobic dipeptide.

Authors:  Sara Murillo-Sánchez; Damien Beaufils; Juan Manuel González Mañas; Robert Pascal; Kepa Ruiz-Mirazo
Journal:  Chem Sci       Date:  2016-02-09       Impact factor: 9.825

10.  pH-Dependent peptide bond formation by the selective coupling of α-amino acids in water.

Authors:  Long-Fei Wu; Ziwei Liu; John D Sutherland
Journal:  Chem Commun (Camb)       Date:  2021-01-05       Impact factor: 6.222

  10 in total

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