Ab initio studies on organophosphorus compounds. Part 3. Cationic calcium binding to phosphonate and phosphinate monoanions and their sulfur analogues
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 12,p. 2485-2490
- https://doi.org/10.1039/p29940002485
Abstract
Interactions between cationic calcium and 18 organophosphorus compounds, containing different numbers of oxygen and sulfur atoms, have been studied systematically. All the molecular backbones studied were of the phosphonate or phosphinate type. Molecular structures and calcium orientations through space were calculated by ab initio molecular orbital methods with the 3-21G (*) basis set. Different calcium binding sites were found for each molecule. The energetics of the calcium orientations were compared. The results give a quantum chemical reference for experimental studies of many phosphorus-containing biological systems inside living organisms, in which calcium(II) regulates cell functions. Examples of such systems are the bisphosphonate–osteoclast interactions in osteolytic bone diseases.Keywords
This publication has 30 references indexed in Scilit:
- Ab initio studies on organophosphorus compounds. Part 2. Monoanionic methyl methylphosphonate and methyl methylphosphinate and their sulfur analoguesJournal of the Chemical Society, Perkin Transactions 2, 1994
- Solvent effects. 4. Effect of solvent on the E/Z energy difference for methyl formate and methyl acetateJournal of the American Chemical Society, 1993
- Ab initio studies of lipid model species. 1. Dimethyl phosphate and methyl propyl phosphate anionsJournal of the American Chemical Society, 1993
- Solvent effects. 2. Medium effect on the structure, energy, charge density, and vibrational frequencies of sulfamic acidJournal of the American Chemical Society, 1992
- BisphosphonatesDrugs, 1991
- Parametrization of calcium binding site in proteins and molecular dynamics simulation on phospholipase A2Journal of Computational Chemistry, 1991
- Why calcium? Principles and applications in bioorganic chemistry-IV.Journal of Chemical Education, 1991
- η5‐P‐ or η4‐P‐Coordination in apically oxygenated phosphoranes? An ab initio study of PH4O−, PH4O− · E (E = Li+, NH4+, and HF) and related fluorinated oxyphosphoranesJournal of Computational Chemistry, 1990
- Divalent metal ion mediated interaction of proteins with negatively charged membranes A model study employing molecular mechanicsInternational Journal of Peptide and Protein Research, 1990
- Sulfur does not form double bonds in phosphorothioate anionsJournal of the American Chemical Society, 1987