Linker-Free Fluorophore-Labeled Oligonucleotides: Synthesis of 3′-Fluoresceinylthymidine Building Blocks and their Coupling Reactions.
| Autor: | Niels Griesang |
|---|---|
| Zdroj: | Synthesis; Sep2005, Vol. 2005 Issue 14, p2327-2334, 8p |
| Abstrakt: | Reported here are the syntheses of two thymidine derivatives with an amide-linked 6-carboxyfluorescein residue at their 3′-position that are suitable for the synthesis of fluorophore-labeled oligonucleotides. The first is a 5′-phosphoramidite with a pivaloyl-protected carboxyfluorescein residue in the lactone form. It was prepared from 3′-azido-3′-deoxythymidine (AZT) in three steps and 73% overall yield and coupled on solid support. The second is an imidazolide of thymidine 5′-monophosphate that was obtained from AZT in five steps and 48% overall yield. The imidazolide can be coupled to amino-terminated nucleic acids in aqueous solution. [ABSTRACT FROM AUTHOR] |
| Databáze: | Complementary Index |
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