Visibly Emissive and Responsive Extended 6-Aza-Uridines

[Image: see text] A family of extended 5-modified-6-aza-uridines was obtained via Suzuki coupling reactions with a common brominated precursor. Extending the conjugated-6-aza-uridines with substituted aryl rings increases the push–pull interactions yielding enhanced bathochromic shifts and solvatoch...

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Autores principales: Hopkins, Patrycja A., Sinkeldam, Renatus W., Tor, Yitzhak
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4201329/
https://www.ncbi.nlm.nih.gov/pubmed/25285451
http://dx.doi.org/10.1021/ol502435d
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author Hopkins, Patrycja A.
Sinkeldam, Renatus W.
Tor, Yitzhak
author_facet Hopkins, Patrycja A.
Sinkeldam, Renatus W.
Tor, Yitzhak
author_sort Hopkins, Patrycja A.
collection PubMed
description [Image: see text] A family of extended 5-modified-6-aza-uridines was obtained via Suzuki coupling reactions with a common brominated precursor. Extending the conjugated-6-aza-uridines with substituted aryl rings increases the push–pull interactions yielding enhanced bathochromic shifts and solvatochromism compared to the parent nucleosides. For example, the methoxy substituted derivative 1d displays λ(max abs) around 375 nm, with visible emission maxima at 486 nm (Φ = 0.74) and 525 nm (Φ = 0.02) in dioxane and water, respectively.
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spelling pubmed-42013292015-10-06 Visibly Emissive and Responsive Extended 6-Aza-Uridines Hopkins, Patrycja A. Sinkeldam, Renatus W. Tor, Yitzhak Org Lett [Image: see text] A family of extended 5-modified-6-aza-uridines was obtained via Suzuki coupling reactions with a common brominated precursor. Extending the conjugated-6-aza-uridines with substituted aryl rings increases the push–pull interactions yielding enhanced bathochromic shifts and solvatochromism compared to the parent nucleosides. For example, the methoxy substituted derivative 1d displays λ(max abs) around 375 nm, with visible emission maxima at 486 nm (Φ = 0.74) and 525 nm (Φ = 0.02) in dioxane and water, respectively. American Chemical Society 2014-10-06 2014-10-17 /pmc/articles/PMC4201329/ /pubmed/25285451 http://dx.doi.org/10.1021/ol502435d Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Hopkins, Patrycja A.
Sinkeldam, Renatus W.
Tor, Yitzhak
Visibly Emissive and Responsive Extended 6-Aza-Uridines
title Visibly Emissive and Responsive Extended 6-Aza-Uridines
title_full Visibly Emissive and Responsive Extended 6-Aza-Uridines
title_fullStr Visibly Emissive and Responsive Extended 6-Aza-Uridines
title_full_unstemmed Visibly Emissive and Responsive Extended 6-Aza-Uridines
title_short Visibly Emissive and Responsive Extended 6-Aza-Uridines
title_sort visibly emissive and responsive extended 6-aza-uridines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4201329/
https://www.ncbi.nlm.nih.gov/pubmed/25285451
http://dx.doi.org/10.1021/ol502435d
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