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....
Autores principales: | , , |
---|---|
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 |