Biopolym. Cell. 1998; 14(5):428-433.
Structure and Function of Biopolymers
Phosphatidylcholine-pyridine complex
- Bashkir State Medical University
3, Lenin Str., Ufa, Bashkortostan, Russian Federation, 450000
Abstract
By methods 13C NMR spectroscopy the interaction of the pyridine with phosphatidylcholine, which is phospholipid of cell membranes, was discovered. The structure of complex was determinated by semi-empirical quantum chemistry method MNDO using multiple variation of disposition of the molecule-partners. It was shown, that interaction of pyridine heterocycle with choline group of the phosphatidylcholine molecule by means of π-electrons is characteristic of this complex.
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References
[1]
Alan R. Comprehensive heterocyclic chemistry. New York: Pergamon press, 1984; Vol. 2, pt 2:99—394.
[2]
Golubev VN. Mechanisms of interaction of pesticides with the lipid bilayer in cell membranes. Russ Chem Rev. 1993;62(7):683–91.
[3]
Zheltovsky NV, Samiylenko SP, Kolomiets IN, Kondratyuk IV, Stepanyugin AV. The investigation of interactions of hypoxanthine, xanthine and their methyl and glycosyl derivatives with amino acid carboxylic group by spectroscopic methods. Biopolym Cell. 1993; 9(3):17-22.
[4]
Govorun DM, Kondratyuk IV, Zheltovsky NV. Acidic-basic properties of molecular xanthine and its complex formation ability. Biopolym Cell. 1994; 10(6):61-4.
[5]
Miyajima G, Sasaki Y, Suzuki M. Carbon-13 nuclear magnetic resonance spectroscopy. vi. studies on carbon-13 magnetic resonance spectra in aromatic and heteroaromatic systems.(2). On the chemical shifts of substituted pyridine derivatives. Chem Pharm Bull. 1972;20(3):429–37.
[6]
V?geli U, von Philipsborn W. 13C and1H NMR spectroscopic studies on the structure of N-methyl-3-pyridone and 3-hydroxypyridine. Org Magn Reson. 1973;5(12):551–9.
[7]
Isaeva GA, Isaev PP. [Quantum-chemical analysis of the anesthetic on the excitable biological membrane]. Zhurnal fizicheskoi khimii. 1992; 4:999.
[8]
Remizov AB, Alpatova MV, Nasibullin RS. The association of phospholipids and pyrazole. Biologicheskie Membrany. 1991; 8(4):419-22.
[9]
Dawson RMC. On the mechanism of action of phospholipase A. Biochem J. 1993; 88(3): 414-23.
[10]
Shapiro YuM, Viktorov AV, Barsukov LI, Bergelson LD. Paramagnetic sensing hydrophilic phospholipid membranes by NMR. Biofizika Membran: Sb statei. M.: Nauka, 1981: 22-32.
[11]
Schroter W, Lautenschlager K-H, Bibrack H, Stadtler W, Schnabel A. Chemie Aufl. Leipzig : VEB Fachbuchverlag, 1974.
[12]
Breitmaier E, Spohn KH. The pH-dependence of carbon-13 chemical shifts of six-membered nitrogen heteroaromatics. Tetrahedron. 1973; 29(8):1145-52.
[13]
Dewar M. The molecular theory of organic chemistry. New York: Mc Graw-Hill, 1969.
[14]
Burker U, Allinger NL. Molecular Mechanics. American Chemical Society. 1982; 340 p.
[15]
Dashevskiy VG. Conformational analysis of organic molecules. M.: Khimiia, 1982.
[16]
Simkin BY, Glukhovtsev MN. Comparative evaluation of quantum-chemical methods for calculating aromatic and antiaromatic nitrogen heterocycles (review). Chemistry of Heterocyclic Compounds. 1989;25(12):1321–35.
[17]
Nasibullin RS, Spirichin LV, Ponomareva VA. Formation of pyrazole molecule-phospholipids complex. Biofizika. 1991; 36(4):594-8.
[18]
Isaev AN, Shorkin PP. Interaction through space and through a valence bond allyl compounds present in p-complex and a-Structure. Zhurnal fizicheskoi khimii. 1993; 67(3):514.
[19]
Nasibullin RS, Ponomareva VA, Spirkin LV. The complex of pyrazole and phospatidylcholine. Biologicheskie Membrany. 1992; 9(3):308-11.