Literature DB >> 28414443

General, Mild, and Metal-Free Synthesis of Phenyl Selenoesters from Anhydrides and Their Use in Peptide Synthesis.

Andrea Temperini1, Francesca Piazzolla1, Lucio Minuti2, Massimo Curini1, Carlo Siciliano3.   

Abstract

A mild, practical, and simple procedure for phenyl selenoesters synthesis from several anhydrides and diphenyl diselenide was developed. This transition-metal-free method provides a straightforward entry to storable Fmoc-amino acid selenoesters which are effective chemoselective acylating reagents. An application to oligopeptide synthesis was illustrated.

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Year:  2017        PMID： 28414443     DOI： 10.1021/acs.joc.7b00173

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  9 in total

Review 1.  Recent Advances in the Synthesis of Selenophenes and Their Derivatives.

Authors:  Paola S Hellwig; Thiago J Peglow; Filipe Penteado; Luana Bagnoli; Gelson Perin; Eder J Lenardão
Journal:  Molecules       Date:  2020-12-13       Impact factor: 4.411

2.  The structure-activity profile of mercaptobenzamides' anti-HIV activity suggests that thermodynamics of metabolism is more important than binding affinity to the target.

Authors:  Herman Nikolayevskiy; Marco Robello; Michael T Scerba; Evan H Pasternak; Mrinmoy Saha; Tracy L Hartman; Caitlin A Buchholz; Robert W Buckheit; Stewart R Durell; Daniel H Appella
Journal:  Eur J Med Chem       Date:  2019-06-09       Impact factor: 6.514

Review 3.  Synthesis and semisynthesis of selenopeptides and selenoproteins.

Authors:  Jun Liu; Rujin Cheng; Sharon Rozovsky
Journal:  Curr Opin Chem Biol       Date:  2018-04-30       Impact factor: 8.822

4.  Molecular species fingerprinting and quantitative analysis of saffron (Crocus sativus L.) for quality control by MALDI mass spectrometry.

Authors:  Donatella Aiello; Carlo Siciliano; Fabio Mazzotti; Leonardo Di Donna; Constantinos M Athanassopoulos; Anna Napoli
Journal:  RSC Adv       Date:  2018-10-23       Impact factor: 4.036

5.  Peptidyl ω-Asp Selenoesters Enable Efficient Synthesis of N-Linked Glycopeptides.

Authors:  Jing-Jing Du; Lian Zhang; Xiao-Fei Gao; Hui Sun; Jun Guo
Journal:  Front Chem       Date:  2020-05-05       Impact factor: 5.221

6.  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

7.  Generation of oligonucleotide conjugates via one-pot diselenide-selenoester ligation-deselenization/alkylation.

Authors:  Christopher Liczner; Cameron C Hanna; Richard J Payne; Christopher J Wilds
Journal:  Chem Sci       Date:  2021-11-19       Impact factor: 9.825

8.  Chemoselective and metal-free reduction of α,β-unsaturated ketones by in situ produced benzeneselenol from O-(tert-butyl) Se-phenyl selenocarbonate.

Authors:  Andrea Temperini; Marco Ballarotto; Carlo Siciliano
Journal:  RSC Adv       Date:  2020-09-11       Impact factor: 4.036

9.  Vilsmeier reagent, NaHSe and diclofenac acid chloride: one-pot synthesis of a novel selenoindolinone with potent anticancer activity.

Authors:  Ana Carolina Ruberte; Carlos Aydillo; Arun K Sharma; Carmen Sanmartín; Daniel Plano
Journal:  RSC Adv       Date:  2020-10-19       Impact factor: 4.036
  9 in total

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