title: Polyhydroxylated sapphyrins: multisite non-metallic catalysts for activated phosphodiester hydrolysis.
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.
authors.affiliation: Department of Analytical Chemistry, Institute of Chemical Technology, Prague, Czech Republic. kral@vscht.cz
authors.forename: Vladimír
authors.initials: V
authors.lastname: Král
authors.forename: Kamil
authors.initials: K
authors.lastname: Lang
authors.forename: Jarmila
authors.initials: J
authors.lastname: Králová
authors.forename: Michal
authors.initials: M
authors.lastname: Dvorák
authors.forename: Pavel
authors.initials: P
authors.lastname: Martásek
authors.forename: Aileen O
authors.initials: AO
authors.lastname: Chin
authors.forename: Andrei
authors.initials: A
authors.lastname: Andrievsky
authors.forename: Vincent
authors.initials: V
authors.lastname: Lynch
authors.forename: Jonathan L
authors.initials: JL
authors.lastname: Sessler
mesh_terms: D002384:Catalysis; D006860:Hydrogen Bonding; D006868:Hydrolysis; D006900:Hydroxylation; D007700:Kinetics; D015394:Molecular Structure; D009596:Nitrophenols / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D009596:Nitrophenols; D011166:Porphyrins; C440448:sapphyrin; C002887:bis(4-nitrophenyl)phosphate