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5(6)-carboxyfluorescein Revisited: New Protecting Group, Separation of Isomers, and Their Spectral Properties on Oligonucleotides

Maksim V Kvach, Dmitry A Tsybulsky, Alexey V Ustinov, Irina A Stepanova, Stanislav L Bondarev, Sergey V Gontarev, Vladimir A Korshun, Vadim V Shmanai

Bioconjug Chem. Sep-Oct 2007;18(5):1691-6.

PMID: 17696491

Abstract:

Pentafluorophenyl esters of 5- and 6-carboxyfluorescein-3',6'-O-dipivalate can be easily separated in multigram quantities by column chromatography. The individual isomers were converted into stable phosphoramidites suitable for oligonucleotide synthesis. The use of the cyclohexylcarbonyl (Chc) protecting group instead of pivaloyl (Piv) facilitates the separation of isomers. The fluorescence spectra of 5- and 6-carboxyfluoresceins on oligonucleotides were compared.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP3301799 6-Carboxyfluorescein 6-Carboxyfluorescein 3301-79-9 Price
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