Efficient synthesis of fluorescent alkynyl C-nucleosides via Sonogashira coupling for the preparation of DNA-based polyfluorophores.
A facile and general procedure for the preparation of alkynyl C-nucleosides with varied fluorophores is presented. Sonogashira coupling was used as a key reaction to conjugate the dyes to an easily accessible ethynyl functionalized deoxyribose derivative. The new C-nucleosides were used for the preparation of DNA-based polyfluorophores.
Department of Chemistry, Stanford University, Stanford, California 94305, USA. kool@stanford.edu.
Dominik K
DK
Kölmel
Department of Chemistry, Stanford University, Stanford, California 94305, USA. kool@stanford.edu.
Luzi J
LJ
Barandun
Department of Chemistry, Stanford University, Stanford, California 94305, USA. kool@stanford.edu.
Eric T
ET
Kool
D000480:Alkynes / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D004247:DNA / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*
D000480:Alkynes; D005456:Fluorescent Dyes; D009705:Nucleosides; D004247:DNA