{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["13(24)"],"submitter":["Sawyer JM"],"pubmed_abstract":["Fluorescent nucleosides are useful chemical tools for biochemical research and are frequently incorporated into nucleic acids for a variety of applications. The most widely utilized fluorescent nucleoside is 2-aminopurine-2'-deoxyribonucleoside (2APN). However, 2APN is limited by a moderate Stokes shift, molar extinction coefficient, and quantum yield. We recently reported 4-cyanoindole-2'-deoxyribonucleoside (4CIN), which offers superior photophysical characteristics in comparison to 2APN. To further improve upon 4CIN, a focused library of additional analogues combining the structural features of 2APN and 4CIN were synthesized and their photophysical properties were quantified. Nucleosides 2-6 were found to possess diverse photophysical properties with some features superior to 4CIN. In addition, the structure-function relationship data gained from 1-6 can inform the design of next-generation fluorescent indole nucleosides."],"journal":["RSC advances"],"pagination":["16369-16376"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC10230516"],"repository":["biostudies-literature"],"pubmed_title":["Synthesis and photophysical characterization of fluorescent indole nucleoside analogues."],"pmcid":["PMC10230516"],"pubmed_authors":["Passow KT","Sawyer JM","Harki DA"],"additional_accession":[]},"is_claimable":false,"name":"Synthesis and photophysical characterization of fluorescent indole nucleoside analogues.","description":"Fluorescent nucleosides are useful chemical tools for biochemical research and are frequently incorporated into nucleic acids for a variety of applications. The most widely utilized fluorescent nucleoside is 2-aminopurine-2'-deoxyribonucleoside (2APN). However, 2APN is limited by a moderate Stokes shift, molar extinction coefficient, and quantum yield. We recently reported 4-cyanoindole-2'-deoxyribonucleoside (4CIN), which offers superior photophysical characteristics in comparison to 2APN. To further improve upon 4CIN, a focused library of additional analogues combining the structural features of 2APN and 4CIN were synthesized and their photophysical properties were quantified. Nucleosides 2-6 were found to possess diverse photophysical properties with some features superior to 4CIN. In addition, the structure-function relationship data gained from 1-6 can inform the design of next-generation fluorescent indole nucleosides.","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 May","modification":"2025-04-18T17:46:23.481Z","creation":"2025-04-07T05:21:12.028Z"},"accession":"S-EPMC10230516","cross_references":{"pubmed":["37266506"],"doi":["10.1039/d3ra03457g"]}}