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The tricyclic cytosine, tC, is a fluorescent base analogue with excellent properties for investigating intrinsic characteristics of nucleic acid as well as interactions between nucleic acids and other molecules. Its unique fluorescence properties and insignificant influence on overall structure and dynamics of nucleic acid after incorporation makes tC particularly interesting in fluorescence resonance energy transfer and anisotropy measurements. We here describe a straightforward synthesis of the standard monomer form of tC for DNA solid-phase synthesis, the tC phosphoramidite, and its subsequent incorporation into oligonucleotides. The total synthesis of the tC phosphoramidite takes approximately 8 days and its incorporation and the subsequent oligonucleotide purification an additional day.

Original publication

DOI

10.1038/nprot.2007.80

Type

Journal article

Journal

Nat Protoc

Publication Date

2007

Volume

2

Pages

615 - 623

Keywords

Cytosine, Fluorescent Dyes, Molecular Structure, Nucleic Acid Probes, Oligonucleotides, Organophosphorus Compounds