Literature DB >> 26390250

Borinic acid catalysed peptide synthesis.

Tharwat Mohy El Dine1, Jacques Rouden1, Jérôme Blanchet1.   

Abstract

The catalytic synthesis of peptides is a major challenge in the modern organic chemistry hindered by the well-established use of stoichiometric coupling reagents. Herein, we describe for the first time that borinic acid is able to catalyse this reaction under mild conditions with an improved activity compared to our recently developed thiophene-based boronic acid. This catalyst is particularly efficient for peptide bond synthesis affording dipeptides in good yields without detectable racemization.

Entities:  

Mesh:

Substances:

Year:  2015        PMID: 26390250     DOI: 10.1039/c5cc06177f

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


  7 in total

1.  Unique physicochemical and catalytic properties dictated by the B3NO2 ring system.

Authors:  Hidetoshi Noda; Makoto Furutachi; Yasuko Asada; Masakatsu Shibasaki; Naoya Kumagai
Journal:  Nat Chem       Date:  2017-01-30       Impact factor: 24.427

2.  An efficient methodology to introduce o-(aminomethyl)phenyl-boronic acids into peptides: alkylation of secondary amines.

Authors:  Erik T Hernandez; Igor V Kolesnichenko; James F Reuther; Eric V Anslyn
Journal:  New J Chem       Date:  2016-11-17       Impact factor: 3.591

3.  Evaluation of borinic acids as new, fast hydrogen peroxide-responsive triggers.

Authors:  Blaise Gatin-Fraudet; Roxane Ottenwelter; Thomas Le Saux; Stéphanie Norsikian; Mathilde Pucher; Thomas Lombès; Aurélie Baron; Philippe Durand; Gilles Doisneau; Yann Bourdreux; Bogdan I Iorga; Marie Erard; Ludovic Jullien; Dominique Guianvarc'h; Dominique Urban; Boris Vauzeilles
Journal:  Proc Natl Acad Sci U S A       Date:  2021-12-14       Impact factor: 12.779

4.  Borate esters: Simple catalysts for the sustainable synthesis of complex amides.

Authors:  Marco T Sabatini; Lee T Boulton; Tom D Sheppard
Journal:  Sci Adv       Date:  2017-09-22       Impact factor: 14.136

5.  Mechanistic insights into boron-catalysed direct amidation reactions.

Authors:  Sergey Arkhipenko; Marco T Sabatini; Andrei S Batsanov; Valerija Karaluka; Tom D Sheppard; Henry S Rzepa; Andrew Whiting
Journal:  Chem Sci       Date:  2018-01-02       Impact factor: 9.825

Review 6.  Merging the Versatile Functionalities of Boronic Acid with Peptides.

Authors:  Yahong Tan; Junjie Wu; Lulu Song; Mengmeng Zhang; Christopher John Hipolito; Changsheng Wu; Siyuan Wang; Youming Zhang; Yizhen Yin
Journal:  Int J Mol Sci       Date:  2021-11-30       Impact factor: 5.923

7.  Design, Synthesis and Evaluation of Oxazaborine Inhibitors of the NLRP3 Inflammasome.

Authors:  Alex G Baldwin; Victor S Tapia; Tessa Swanton; Claire S White; James A Beswick; David Brough; Sally Freeman
Journal:  ChemMedChem       Date:  2018-02-05       Impact factor: 3.466

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.