(1-(4-(5-Phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-1,2,3-triazol-4-yl)-methylenyls α,ω-Bisfunctionalized 3- and 4-PEG: Synthesis and Photophysical Studies-Reference-Cited by-同舟云学术

(1-(4-(5-Phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-1,2,3-triazol-4-yl)-methylenyls α,ω-Bisfunctionalized 3- and 4-PEG: Synthesis and Photophysical Studies

Published:2023-07-06 Issue:13 Volume:28 Page:5256
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Mohammed Mohammed S.¹,Kovalev Igor S.¹^ORCID,Slovesnova Natalya V.¹²,Sadieva Leila K.¹^ORCID,Platonov Vadim A.¹,Kim Grigory A.³⁴^ORCID,Aluru Rammohan¹^ORCID,Novikov Alexander S.⁵⁶^ORCID,Taniya Olga S.¹^ORCID,Charushin Valery N.¹³

Affiliation:

1. Chemical Engineering Institute, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia

2. Department of Pharmacy and Chemistry, Ural Medical University, 3 Repina St., 620028 Yekaterinburg, Russia

3. I. Ya. Postovsky Institute of Organic Synthesis of RAS (Ural Division), 22/20 S. Kovalevskoy/Akademicheskaya St., 620137 Yekaterinburg, Russia

4. Institute of Natural Sciences and Mathematics, Ural Federal University, 19 Mira St., 620002 Yekaterinburg, Russia

5. Institute of Chemistry, Saint Petersburg State University, 7/9 Universitetskaya Nab., 199034 Saint Petersburg, Russia

6. Research Institute of Chemistry, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, 117198 Moscow, Russia

Abstract

Two new azaheterocycle-based bolas, such as (1-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-1,2,3-triazol-4-yl)-methylenyls α,ω-bisfunctionalized PEGs, were prepared via Cu-catalyzed click reaction between 2-(4-azidophenyl)-5-(aryl)-oxadiazole-1,3,4 and terminal ethynyls derived from PEG-3 and PEG-4. Due to the presence of two heteroaromatic cores and a PEG linker, these bola molecules are considered as promising fluorescent chemosensors for electron-deficient species. As a result of a well-pronounced “turn-off” fluorescence response towards common nitro-explosive components, such as 2,4-dinitrotoluene (DNT) and 2,4,6-trinitrotoluene (TNT), hard-to-detect pentaerythritol tetranitrate (PETN), as well as Hg2+ cation was observed.

Funder

Ministry of Science and Higher Education of the Russian Federation

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Link

https://www.mdpi.com/1420-3049/28/13/5256/pdf

Reference41 articles.

1. Escamilla, G.H., and Newkome, G.R. (2008). Organic Synthesis Highlights III, John Wiley & Sons, Inc.

2. Redox-triggered mixing and demixing of surfactants within assemblies formed in solution and at surfaces;Smith;J. Colloid Interface Sci.,2017

3. Synthesis of bolaform biosurfactants by an engineered Starmerella bombicola yeast;Buyst;Biotechnol. Bioeng.,2016

4. An Amylase-Responsive Bolaform Supra-Amphiphile;Kang;ACS Appl. Mater. Interfaces,2016

5. pH-triggered formation of nanoribbons from yeast-derived glycolipid biosurfactants;Cuvier;Soft Matter,2014

Cited by 1 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Conducting 2D and 3D QSAR Analyses and Molecular Docking Studies of Analogues of 2-(1-(1,3,4-thiadiazol-2-yl)piperidin-4-yl)ethan-1-ol with the Aim of Identifying Promising Drug Candidates for Targeting Glioblastoma;Letters in Drug Design & Discovery;2024-03