Literature DB >> 19703033

One-pot synthesis of highly functionalized seleno amino acid derivatives.

Haixia Liu1, Alexander Dömling.   

Abstract

We herein provide a new and rapid protocol to generate derivatives of seleno amino acid, including methyl selenocysteine, selenomethionine, and selenocystine. Applying the isocyanide-based multicomponent reaction Ugi-4C-5C reaction, we show that each of the commercially available seleno amino acids are good substrate for these reactions and can be used together with complementary oxocomponents and isocyanides to generate highly diverse functionalized selenium-containing compounds. These compounds might become useful tools for applications in chemical biology to elucidate the role of selenium in biochemistry.

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Year:  2009        PMID: 19703033     DOI: 10.1111/j.1747-0285.2009.00854.x

Source DB:  PubMed          Journal:  Chem Biol Drug Des        ISSN: 1747-0277            Impact factor:   2.817


  6 in total

1.  One-pot organocatalytic/multicomponent approach for the preparation of novel enantioenriched non-natural selenium-based peptoids and peptide-peptoid conjugates.

Authors:  Alexander F de la Torre; Akbar Ali; Fábio Z Galetto; Antonio L Braga; José A C Delgado; Márcio W Paixão
Journal:  Mol Divers       Date:  2019-02-18       Impact factor: 2.943

2.  MCR synthesis of praziquantel derivatives.

Authors:  Haixia Liu; Samia William; Eberhardt Herdtweck; Sanaa Botros; Alexander Dömling
Journal:  Chem Biol Drug Des       Date:  2012-01-30       Impact factor: 2.817

3.  Expanding the substrate scope of Ugi five-center, four-component reaction U-5C-4CR): ketones as coupling partners for secondary amino acids.

Authors:  Maciej Dawidowski; Sławomir Sobczak; Marcin Wilczek; Artur Kulesza; Jadwiga Turło
Journal:  Mol Divers       Date:  2013-10-24       Impact factor: 2.943

4.  A universal isocyanide for diverse heterocycle syntheses.

Authors:  Pravin Patil; Kareem Khoury; Eberhardt Herdtweck; Alexander Dömling
Journal:  Org Lett       Date:  2014-10-29       Impact factor: 6.005

5.  Cysteine Isocyanide in Multicomponent Reaction: Synthesis of Peptido-Mimetic 1,3-Azoles.

Authors:  Thimmalapura M Vishwanatha; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Alexander Dömling
Journal:  J Org Chem       Date:  2017-08-25       Impact factor: 4.354

6.  Exploitation of the Ugi 5-Center-4-Component Reaction (U-5C-4CR) for the Generation of Diverse Libraries of Polycyclic (Spiro)Compounds.

Authors:  Lisa Moni; Fabio De Moliner; Silvia Garbarino; Jörn Saupe; Christian Mang; Andrea Basso
Journal:  Front Chem       Date:  2018-09-06       Impact factor: 5.221

  6 in total

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