title: Visibly emissive and responsive extended 6-aza-uridines.
abstract: 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 λmax 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.
authors.affiliation: Department of Chemistry and Biochemistry, University of California , San Diego, 9500 Gilman Drive, La Jolla, California 92093, United States.
authors.forename: Patrycja A
authors.initials: PA
authors.lastname: Hopkins
authors.forename: Renatus W
authors.initials: RW
authors.lastname: Sinkeldam
authors.forename: Yitzhak
authors.initials: Y
authors.lastname: Tor
mesh_terms: D001380:Azauridine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D018360:Crystallography, X-Ray; D005456:Fluorescent Dyes / Q000138:chemical synthesis; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005456:Fluorescent Dyes; D009705:Nucleosides; D001380:Azauridine