Cargando…

Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt

A new anthracene labeled pyridinium amide–urea conjugate 1 has been designed and synthesized. The receptor shows a different fluorometric response with L-N-acetylvaline and L-N-acetylalanine salts in CH(3)CN in contrast to the other salts of L-N-acetyl α-amino acids and (S)-α-hydroxy acids studied....

Descripción completa

Detalles Bibliográficos
Autores principales: Ghosh, Kumaresh, Sarkar, Tanmay, Chattopadhyay, Asoke P
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3028924/
https://www.ncbi.nlm.nih.gov/pubmed/21283560
http://dx.doi.org/10.3762/bjoc.6.139
_version_ 1782197187593109504
author Ghosh, Kumaresh
Sarkar, Tanmay
Chattopadhyay, Asoke P
author_facet Ghosh, Kumaresh
Sarkar, Tanmay
Chattopadhyay, Asoke P
author_sort Ghosh, Kumaresh
collection PubMed
description A new anthracene labeled pyridinium amide–urea conjugate 1 has been designed and synthesized. The receptor shows a different fluorometric response with L-N-acetylvaline and L-N-acetylalanine salts in CH(3)CN in contrast to the other salts of L-N-acetyl α-amino acids and (S)-α-hydroxy acids studied. Upon complexation of the tetrabutylammonium salt of L-N-acetylvaline, the emission of 1 increases accompanied by the formation of a new band at higher wavelength and this characteristic change distinguishes it from other anionic substrates studied. The binding interaction has been studied by (1)H NMR, fluorescence and UV titration experiments.
format Text
id pubmed-3028924
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-30289242011-01-31 Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt Ghosh, Kumaresh Sarkar, Tanmay Chattopadhyay, Asoke P Beilstein J Org Chem Letter A new anthracene labeled pyridinium amide–urea conjugate 1 has been designed and synthesized. The receptor shows a different fluorometric response with L-N-acetylvaline and L-N-acetylalanine salts in CH(3)CN in contrast to the other salts of L-N-acetyl α-amino acids and (S)-α-hydroxy acids studied. Upon complexation of the tetrabutylammonium salt of L-N-acetylvaline, the emission of 1 increases accompanied by the formation of a new band at higher wavelength and this characteristic change distinguishes it from other anionic substrates studied. The binding interaction has been studied by (1)H NMR, fluorescence and UV titration experiments. Beilstein-Institut 2010-12-21 /pmc/articles/PMC3028924/ /pubmed/21283560 http://dx.doi.org/10.3762/bjoc.6.139 Text en Copyright © 2010, Ghosh et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Ghosh, Kumaresh
Sarkar, Tanmay
Chattopadhyay, Asoke P
Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt
title Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt
title_full Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt
title_fullStr Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt
title_full_unstemmed Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt
title_short Anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of L-N-acetylvaline salt
title_sort anthracene appended pyridinium amide–urea conjugate in selective fluorometric sensing of l-n-acetylvaline salt
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3028924/
https://www.ncbi.nlm.nih.gov/pubmed/21283560
http://dx.doi.org/10.3762/bjoc.6.139
work_keys_str_mv AT ghoshkumaresh anthraceneappendedpyridiniumamideureaconjugateinselectivefluorometricsensingoflnacetylvalinesalt
AT sarkartanmay anthraceneappendedpyridiniumamideureaconjugateinselectivefluorometricsensingoflnacetylvalinesalt
AT chattopadhyayasokep anthraceneappendedpyridiniumamideureaconjugateinselectivefluorometricsensingoflnacetylvalinesalt