title: 5(6)-carboxyfluorescein revisited: new protecting group, separation of isomers, and their spectral properties on oligonucleotides.
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.
authors: Institute of Physical Organic Chemistry, Surganova 13, 220072 Minsk, Belarus.
authors: Maksim V
authors: MV
authors: Kvach
authors: Dmitry A
authors: DA
authors: Tsybulsky
authors: Alexey V
authors: AV
authors: Ustinov
authors: Irina A
authors: IA
authors: Stepanova
authors: Stanislav L
authors: SL
authors: Bondarev
authors: Sergey V
authors: SV
authors: Gontarev
authors: Vladimir A
authors: VA
authors: Korshun
authors: Vadim V
authors: VV
authors: Shmanai
mesh_terms: D002845:Chromatography; D003509:Cyclohexanecarboxylic Acids / Q000737:chemistry; D005452:Fluoresceins / Q000737:chemistry*; D007536:Isomerism; D009841:Oligonucleotides / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry; D010421:Pentanoic Acids / Q000737:chemistry; D013050:Spectrometry, Fluorescence
chemical_list: D003509:Cyclohexanecarboxylic Acids; D005452:Fluoresceins; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; D010421:Pentanoic Acids; C434331:phosphoramidite; C024098:6-carboxyfluorescein; C045132:4-carboxyfluorescein; C005566:pivalic acid