Title

Synthesis of nucleoside 5′-tetraphosphates containing terminal fluorescent labels via activated cyclic trimetaphosphate

Document Type

Article

Publication Date

3-7-2014

Abstract

2′-Deoxynucleotide 5′-tetraphosphates in which a fluorescent label is attached to the terminal phosphate are used as key reagents in high-throughput DNA sequencing techniques and in single nucleotide polymorphism typing assays. We demonstrate that this class of compounds can be prepared by reacting fluorophores such as 7-hydroxy-4-methylcoumarin, methylfluorescein, fluorescein and resorufin with an activated form of cyclic trimetaphosphate to give intermediate 11. Reaction of 11 with 2′-deoxynucleoside 5′-monophosphates or a nucleoside 5′-monophosphate gave the target compounds in good yield. © 2014 American Chemical Society.

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