Literature DB >> 24516861

A mild and selective Pd-mediated methodology for the synthesis of highly fluorescent 2-arylated tryptophans and tryptophan-containing peptides: a catalytic role for Pd(0) nanoparticles?

Thomas J Williams1, Alan J Reay, Adrian C Whitwood, Ian J S Fairlamb.   

Abstract

A Pd-mediated direct C-H bond functionalisation of tryptophan has been developed, both as a single amino acid residue and within peptides. Important mechanistic insight into this process has been gained by characterising a Pd catalytically competent nanoparticle phase which evolves during the early stages of reaction.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 24516861     DOI: 10.1039/c3cc48481e

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


  12 in total

1.  Synthesis of 2-D-L-Tryptophan by Sequential Ir-Catalyzed Reactions.

Authors:  Ravikrishna Vallakati; Abel T Plotnikov; Ryan A Altman
Journal:  Tetrahedron       Date:  2019-02-26       Impact factor: 2.457

Review 2.  Arylation Chemistry for Bioconjugation.

Authors:  Chi Zhang; Ekaterina V Vinogradova; Alexander M Spokoyny; Stephen L Buchwald; Bradley L Pentelute
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-15       Impact factor: 15.336

3.  Femtosecond UV-laser pulses to unveil protein-protein interactions in living cells.

Authors:  Francesco Itri; Daria M Monti; Bartolomeo Della Ventura; Roberto Vinciguerra; Marco Chino; Felice Gesuele; Angelina Lombardi; Raffaele Velotta; Carlo Altucci; Leila Birolo; Renata Piccoli; Angela Arciello
Journal:  Cell Mol Life Sci       Date:  2015-08-12       Impact factor: 9.261

4.  New peptide architectures through C-H activation stapling between tryptophan-phenylalanine/tyrosine residues.

Authors:  Lorena Mendive-Tapia; Sara Preciado; Jesús García; Rosario Ramón; Nicola Kielland; Fernando Albericio; Rodolfo Lavilla
Journal:  Nat Commun       Date:  2015-05-21       Impact factor: 14.919

5.  C7-derivatization of C3-alkylindoles including tryptophans and tryptamines.

Authors:  Richard P Loach; Owen S Fenton; Kazuma Amaike; Dustin S Siegel; Erhan Ozkal; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2014-11-10       Impact factor: 4.354

6.  Mild and Regioselective Pd(OAc)2-Catalyzed C-H Arylation of Tryptophans by [ArN2]X, Promoted by Tosic Acid.

Authors:  Alan J Reay; L Anders Hammarback; Joshua T W Bray; Thomas Sheridan; David Turnbull; Adrian C Whitwood; Ian J S Fairlamb
Journal:  ACS Catal       Date:  2017-07-10       Impact factor: 13.084

Review 7.  Protein Chemical Labeling Using Biomimetic Radical Chemistry.

Authors:  Shinichi Sato; Hiroyuki Nakamura
Journal:  Molecules       Date:  2019-11-03       Impact factor: 4.411

8.  Selective Labeling of Peptides with o-Carboranes via Manganese(I)-Catalyzed C-H Activation.

Authors:  Becky Bongsuiru Jei; Long Yang; Lutz Ackermann
Journal:  Chemistry       Date:  2022-05-23       Impact factor: 5.020

9.  A Dichotomy in Cross-Coupling Site Selectivity in a Dihalogenated Heteroarene: Influence of Mononuclear Pd, Pd Clusters, and Pd Nanoparticles-the Case for Exploiting Pd Catalyst Speciation.

Authors:  Neil W J Scott; Mark J Ford; Neda Jeddi; Anthony Eyles; Lauriane Simon; Adrian C Whitwood; Theo Tanner; Charlotte E Willans; Ian J S Fairlamb
Journal:  J Am Chem Soc       Date:  2021-06-21       Impact factor: 15.419

10.  Peptide stapling by late-stage Suzuki-Miyaura cross-coupling.

Authors:  Rebecca C Feiner; Ridhiwan Mseya; Hendrik Gruß; David C Schröder; Michał Jewgiński; Kristian M Müller; Rafał Latajka; Antoine Marion; Norbert Sewald
Journal:  Beilstein J Org Chem       Date:  2022-01-03       Impact factor: 2.883

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.