Polyhydroxylated sapphyrins: multisite non-metallic catalysts for activated phosphodiester hydrolysis |
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Authors: | Král Vladimír Lang Kamil Králová Jarmila Dvorák Michal Martásek Pavel Chin Aileen O Andrievsky Andrei Lynch Vincent Sessler Jonathan L |
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Institution: | Department of Analytical Chemistry, Institute of Chemical Technology, Prague, Czech Republic. kral@vscht.cz |
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Abstract: | Enhanced hydrolysis rates for the cleavage of bis(4-nitrophenyl)phosphate (BNPP), a model phosphodiester, may be achieved by using appropriately designed ditopic receptors containing the known phosphate-binding nucleus, sapphyrin, attached covalently to suitably oriented polyhydroxyl subunits. Evidence for the interaction between sapphyrin and BNPP comes from solid-state X-ray diffraction analysis of a diprotonated dihydroxylated sapphyrin-BNPP complex and from solution-phase (31)P NMR spectroscopic binding studies. The sapphyrins described in this paper may have a role to play as oligonucleotide cleavage agents. |
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