Literature DB >> 18576651

Biomimetic seleninates and selenonates.

Mohannad Abdo1, Spencer Knapp.   

Abstract

The synthesis of a variety of pyranose-, nucleoside-, (amino acid)-, and polyhydric-based seleninic and selenonic acids by DMDO oxidation of the corresponding selenoesters is reported, as well as some unusual coupling reactions of the seleninate and selenonate functionality with biological nucleophilic groups (sulfhydryl, indole, phenol, imidazole, carboxamide) that are found in proteins and enzyme active sites.

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Year:  2008        PMID: 18576651     DOI: 10.1021/ja8034448

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  The Unexpected Role of SeVI Species in Epoxidations with Benzeneseleninic Acid and Hydrogen Peroxide.

Authors:  Kai N Sands; Emerita Mendoza Rengifo; Graham N George; Ingrid J Pickering; Benjamin S Gelfand; Thomas G Back
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-30       Impact factor: 15.336

2.  Electrophilic aromatic selenylation: new OPRT inhibitors.

Authors:  Mohannad Abdo; Yong Zhang; Vern L Schramm; Spencer Knapp
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

3.  Evolution of an oxidative dearomatization enabled total synthesis of vinigrol.

Authors:  Qingliang Yang; Cristian Draghici; Jon T Njardarson; Fang Li; Brandon R Smith; Pradipta Das
Journal:  Org Biomol Chem       Date:  2014-01-14       Impact factor: 3.876

4.  Glutathione-Responsive Selenosulfide Prodrugs as a Platform Strategy for Potent and Selective Mechanism-Based Inhibition of Protein Tyrosine Phosphatases.

Authors:  Caroline Chandra Tjin; Kate D Otley; Tyler D Baguley; Pradeep Kurup; Jian Xu; Angus C Nairn; Paul J Lombroso; Jonathan A Ellman
Journal:  ACS Cent Sci       Date:  2017-12-06       Impact factor: 14.553

5.  Atom Efficient Preparation of Zinc Selenates for the Synthesis of Selenol Esters under "On Water" Conditions.

Authors:  Luca Sancineto; Jaqueline Pinto Vargas; Bonifacio Monti; Massimiliano Arca; Vito Lippolis; Gelson Perin; Eder Joao Lenardao; Claudio Santi
Journal:  Molecules       Date:  2017-06-08       Impact factor: 4.411

6.  Biohybrid -Se-S- coupling reactions of an amino acid derived seleninate.

Authors:  Mohannad Abdo; Zhexun Sun; Spencer Knapp
Journal:  Molecules       Date:  2013-02-04       Impact factor: 4.411

  6 in total

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