Bright fluorescent purine analogues as promising probes. (1st December 2021)

• Record Type: Journal Article
• Authors: He, Xin; Kuang, Shuang; Gao, Qian; Xie, YuXin; Ming, Xin
• Is Part Of: Nucleosides, nucleotides & nucleic acids. Volume 41:Number 1(2022)
• Page Start: 45
• Page End: 60
• Publication Date: 2021-12-01
• Subjects: 8-(Phenylethynyl)phenylated 2′-deoxyadenosine -- 8-(phenylethynyl)phenylated 2′-deoxyisoguanosine -- fluorescent purine analogues -- environment-sensitive fluorescence; Nucleosides -- Periodicals; Nucleotides -- Periodicals; Nucleic acids -- Periodicals; 572.8
• DOI: 10.1080/15257770.2021.2004418
• Languages: English
• ISSNs: 1525-7770

Abstract

Abstract: Modified bright fluorescent nucleosides that respond to the microenvironment have great potential as probes. A series of novel 8-(phenylethynyl)phenylated 2-amino-2′-deoxyadenosine and 2′-deoxyisoguanosine derivatives have been synthesized by Sonogashira-type coupling reaction and Suzuki reaction. The maximum emission of the new compounds is in the visible region, with strong solvatochromicity and pH-dependent fluorescent properties. Furthermore, some of them exhibit bright fluorescence emissions in various solvents (ε × Φ = 4000–39, 000 cm −1 M −1 ). These consequences indicate that purine analogues could respond to the microenvironment and serve as promising fluorescent probes. Supplemental data for this article is available online at https://doi.org/10.1080/15257770.2021.2004418 .