31P Nuclear Magnetic Resonance Spectroscopy for Monitoring Organic Reactions and Organic Compounds DOI Creative Commons
João M. Anghinoni,

Irum,

Haroon Ur Rashid

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 5, 2024

Abstract 31 P NMR spectroscopy is a consolidated tool for the characterization of organophosphorus compounds and, more recently, reaction monitoring. The evolution organic synthesis, mainly due to combination elaborated building blocks with enabling technologies, generated great challenges understand and optimize synthetic methodologies. In this sense, experiments also became routine technique monitoring, accessing products side yields, chiral recognition, kinetic data, intermediates, as well basic parameters, such acid‐base hydrogen‐bonding. This review deals these aspects demonstrating essential role spectroscopy. recent publications (the last ten years) will be explored, discussing strategies accomplished detect and/or quantify distinct molecules, approaching mechanism, stability, stereochemistry, utility probe.

Language: Английский

77Se NMR spectroscopy of selenium adducts of N-heterocyclic carbenes DOI

Sean Ray Kahnert,

Lucas Pruschinski,

Andreas Schmidt

et al.

Advances in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Language: Английский

Citations

2
Anionic N-Heterocyclic Carbenes from Mesoionic Imidazolium-4-pyrrolides: The Influence of Substituents, Solvents, and Charge on their 77Se NMR Chemical Shifts DOI Creative Commons

Lucas Pruschinski,

Jan C. Namyslo, Andreas Schmidt

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 3, 2024

Mesoionic compounds are the starting material for synthesis of unique anionic N-heterocyclic carbenes. Herein, mesoionic imidazolium pyrrolides synthesized from pyrrole-2-carbaldehyde via various

Language: Английский

Citations

2
Synthesis and antioxidant activities of N-thiophenyl ebselenamines: a 77Se{1H} NMR mechanistic study DOI
Manish Kumar, Vijay P. Singh

New Journal of Chemistry, Journal Year: 2022, Volume and Issue: 46(25), P. 12010 - 12022

Published: Jan. 1, 2022

Synthesis of N -thiophenyl ebselenamines and selenenyl sulphides as efficient radical-trapping hydroperoxide-decomposing antioxidants, respectively has been described.

Language: Английский

Citations

9
Visible Light‐Mediated Functionalization of Selenocystine‐Containing Peptides DOI
Sindija Lapcinska, Pāvels Dimitrijevs, Linards Lapčinskis

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(13), P. 3318 - 3328

Published: May 5, 2021

Abstract A straightforward and atom‐economic method for the functionalization of short selenocystine‐containing peptides is presented. This shown to be tolerant unprotected peptides. The detailed protocol based on generation a selenium radical via visible light‐initiated reaction in presence transition metal‐free photocatalyst. further oxidized an electrophile trapped by N ‐heterocycles. mechanism confirmed NMR, HRMS, UV, EPR cyclic voltammetry (CV) experiments photocatalyst emission quenching studies. employed synthesis selenocysteine‐containing indole‐based macrocycles intramolecular Se−C bond formation. magnified image

Language: Английский

Citations

10
Gold‐Promoted Biocompatible Selenium Arylation of Small Molecules, Peptides and Proteins DOI
Douglas Hideki Nakahata, Ioannis Kanavos, Maria Zubiria‐Ulacia

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(15)

Published: Jan. 10, 2024

A low pKa (5.2), high polarizable volume (3.8 Å), and proneness to oxidation under ambient conditions make selenocysteine (Sec, U) a unique, natural reactive handle present in most organisms across all domains of life. Sec modification still has untapped potential for site-selective protein probing. Herein we demonstrate the use cyclometalated gold(III) compound, [Au(bnpy)Cl

Language: Английский

Citations

1
New insights in the mechanism of the SARS-CoV-2 Mpro inhibition by benzisoselenazolones and diselenides DOI Creative Commons
Luca Sancineto, Francesca Mangiavacchi, Agnieszka Dąbrowska

et al.

Published: March 12, 2024

Although global vaccination campaigns relieved the SARS-CoV-2 pandemic in terms of morbidity and mortality, capability virus to originate mutants may reduce vaccines efficiency, posing a serious risk fall into again. As result, there is need develop small molecules able tackle conserved viral targets, such as main protease (Mpro). Here series benzisoselenazolones diselenides were tested for their ability inhibit Mpro, then, most potent compounds, antiviral activity was measured vitro, mechanism action investigated. Density functional theory molecular docking procedures also implemented shed light protein/compound interaction. Finally, bioorganic model set up investigate reaction between selenorganic compounds biologically relevant thiols, unravel possible metabolic pathways compounds. The overall results contribute identify novel active against SARS-CoV-2, clarify some important aspects mechanisms Se-containing inhibitors targeting

Language: Английский

Citations

1
Selanyl and tellanyl electrophiles as a driving force in the construction of sophisticated polyaromatic hydrocarbons DOI
Pavel Arsenyan,

Alla Petrenko,

Sergey Belyakov

et al.

New Journal of Chemistry, Journal Year: 2021, Volume and Issue: 45(16), P. 7247 - 7255

Published: Jan. 1, 2021

Herein, we report the first examples ofN-polyaromatic compounds bearing up to 13 fused aromatic rings, including 23H-benzo[12,1]tetrapheno[8,9-b]benzo[12,1]tetrapheno[9,8-h]carbazole derivatives.

Language: Английский

Citations

8
77Se-Enriched Selenoglycoside Enables Significant Enhancement in NMR Spectroscopic Monitoring of Glycan–Protein Interactions DOI Creative Commons
István Timári,

Sára Balla,

Krisztina Fehér

et al.

Pharmaceutics, Journal Year: 2022, Volume and Issue: 14(1), P. 201 - 201

Published: Jan. 15, 2022

Detailed investigation of ligand-protein interactions is essential for better understanding biological processes at the molecular level. Among these binding interactions, recognition glycans by lectins particular importance in several diseases, such as cancer; therefore, inhibition glycan-lectin/galectin represents a promising perspective towards developing therapeutics controlling cancer development. The recent introduction

Language: Английский

Citations

5
Selenate—An internal chemical shift standard for aqueous 77Se NMR spectroscopy DOI
Tamás Pálla,

Laura Herbath,

Károly Mazák

et al.

Magnetic Resonance in Chemistry, Journal Year: 2021, Volume and Issue: 60(1), P. 148 - 156

Published: July 17, 2021

Abstract The 77 Se NMR spectra of selenate were studied under various circumstances, such as concentration, pH, temperature, ionic strength, and D 2 O:H O ratio, in order to examine its potential a water‐soluble internal chemical shift standard. performance reference that other attempted ones from the literature (dimethyl selenide, tetramethylsilane/TMS, 3‐(trimethylsilyl)propane‐1‐sulfonate/DSS) was also explored. uncertainty resulting relative effective spectral width is comparable DSS. Compared currently prevalent external reference, selenic acid solution, properties are much more favorable terms ease use. We have demonstrated can be used reducing media, which inevitable for analysis selenol compounds. Thus, it stated sodium robust aqueous media measurements; this solution containing 5 V / % at 25°C 0.15 mol·dm −3 strength 1048.65 ppm 60 dimethyl selenide CDCl 3 1046.40 1 H signal 0.03 TMS . In summary, water‐soluble, selenium‐containing compound introduced measurements first time literature, with aforementioned results all previous converted unified scale defined by International Union Pure Applied Chemistry.

Language: Английский

Citations

4
77Se Nuclear Magnetic Resonance: Experiments andIn SilicoApproaches DOI
Márcio S. Silva, Laura Orian

The Royal Society of Chemistry eBooks, Journal Year: 2023, Volume and Issue: unknown, P. 419 - 434

Published: Feb. 15, 2023

77Se NMR signals are very sensitive to the chemical environment of selenium atom. This explains successful application this spectroscopic technique in numerous fields which chalcogen is involved, including organic catalysis and protein chemistry. The combination experiment with computational protocols nowadays possible provides important insight into structural mechanistic aspects studied systems. basic fundamentals presented here together selected recent experimental as well theoretical examples, highlighting advances yet unsolved issues.

Language: Английский

Citations

1