Fluorescent Triazolyl Purines and their Nucleoside Congeners
German-Polish-Baltic Conference on Organic Chemistry : Book of Abstracts
2018
Māris Turks,
Ērika Bizdēna,
Dace Cīrule,
Zigfrīds Kapilinskis,
Irina Novosjolova,
Kristers Ozols,
Armands Sebris,
Andrejs Šišuļins,
Jānis Miķelis Zaķis
Further investigations lead to the use of diazidopurine as a substrate for SNAr reactions. Depending on the nature of N(9) substituent of purine, the incoming nucleophile and the experimental conditions, selectivity towards differently substituted compounds can be achieved. This is mainly determined by azide-tetrazole tautomerism 1-A ↔ 1-T. We have found that 2-(1,2,3-triazolyl)adenine/adenosine analogs and their regioisomers possess excellent fluorescent properties. These purine derivatives can be applied both for fluorescent oligonucleotide synthesis and for OLED technologies. Moreover, the developed chemistry permits synthesis of novel purine conjugates containing 5-membered heterocycles at C(2).
Keywords
purines, azoles, SNAr reactions
Hyperlink
https://www.chemie.uni-hamburg.de/veranstaltungen/6gpcoc/GBP_Abstracts.pdf
Turks, M., Bizdēna, Ē., Cīrule, D., Kapilinskis, Z., Novosjolova, I., Ozols, K., Sebris, A., Šišuļins, A., Zaķis, J. Fluorescent Triazolyl Purines and their Nucleoside Congeners. In: German-Polish-Baltic Conference on Organic Chemistry : Book of Abstracts, Germany, Hamburg, 15-19 May, 2018. Hamburg: Hamburger Print Service, 2018, pp.59-59. ISBN 978-3-00-058883-9.
Publication language
English (en)