Monensin A methyl ester complexes with Li+, Na+, and K+ cations studied by ESI-MS,1H- and13C-NMR, FTIR, as well as PM5 semiempirical method

Biopolymers

Volumn 81, Issue 4, 2006, Pages 282-294

  Huczyński, Adam ^a   Przybylski, Piotr ^a   Brzezinski, Bogumil ^a   Bartl, Franz ^b,c  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

^b CHARITÉ UNIVERSITÄTSMEDIZIN BERLIN   (Germany)

^c HUMBOLDT UNIVERSITY   (Germany)

Author keywords

13C nuclear magnetic resonance; 1H nuclear magnetic resonance; Complexes; Electrospray ionization mass spectroscopy; Fourier transform infrared; Hydrogen bonds; Monensin A methyl ester; Monovalent cations; PM5 calculations

Indexed keywords

FOURIER TRANSFORM INFRARED SPECTROSCOPY; HYDROGEN BONDS; IONIZATION; LITHIUM COMPOUNDS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; SYNTHESIS (CHEMICAL);

13C NUCLEAR MAGNETIC RESONANCE; 1H NUCLEAR MAGNETIC RESONANCE; COMPLEXES; ELECTROSPRAY IONIZATION-MASS SPECTROSCOPY; MONENSIN A METHYL ESTER; MONOVALENT CATIONS; PM5 CALCULATIONS;

ORGANIC COMPOUNDS;

LITHIUM; MONENSIN; MONENSIN A METHYL ESTER; POTASSIUM; SODIUM; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ANIMAL CELL; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; COMPLEX FORMATION; DRUG ISOLATION; EMPIRICAL RESEARCH; FOURIER TRANSFORMATION; HYDROGEN BOND; MASS SPECTROMETRY; MOLECULAR INTERACTION; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS;

ALGORITHMS; CATIONS; HYDROGEN BONDING; LITHIUM; METALS, ALKALI; MODELS, MOLECULAR; MOLECULAR STRUCTURE; POTASSIUM; SODIUM; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; SUCCINIMIDES;

ANIMALIA;

EID: 33645055654     PISSN: 00063525     EISSN: 10970282     Source Type: Journal    
DOI: 10.1002/bip.20415     Document Type: Article

References (35)

1. Agtarap, A.; Chamberlin, J. W.; Pinkerton, M.; Steinrauf, I. J Am Chem Soc 1967, 89, 5737.
2. Honey, M. E.; Hoehn M. M. Antimicrob Ag Chemother 1967, 349.
3. Riddell, F. G. Chirality 2002, 14, 121.
4. Martinek, T.; Riddell, F. G.; Wilson, C.; Weller, C. T. J Chem Soc Perkin Trans 2, 2000, 35.
5. Ferdani, R.; Gokel, G. W. Encyclopedia of Supramolecular Chemistry: Ionophores; Marcel Dekker: New York, 2004; p 760.
6. Nakazato, K.; Hanato, Y. Biochim Biophys Acta 1991, 1064, 103.
7. Gaboyard, C.; Dauphin, G.; Vaufrey, F.; Jeminet, G. Agric Biol Chem 1990, 54, 1149.
8. Ben-Tal, N.; Sitko, D.; Bransburg-Zabary, S.; Nachliel, E.; Gutman, M. Biochim Biophys Acta 2000, 1466, 221.
9. Edrington, T. S.; Callaway, T. R.; Varey, P. D.; Jung, Y. S.; Bischoff, K. M.; Elder, R.; Anderson, R. C.; Kutter, E.; Brabban, A. D.; Nisbet, D. J. J Appl Microbiol 2003, 94, 207.
10. Stephen, B.; Rommel, M.; Daugschies, A. Vet Parasitol 1997, 69, 19.
11. McGuffey, R. K.; Richardson, L. F.; Wilkinson, J. I. D. J Dairy Sci 2001, 84E, 194.
12. Haimoud, D. A.; Bayourthe, C.; Moncoulon, R.; Verney, M. J Sci Food Agric 1996, 70, 181.
13. Ipharraguerre, I. R.; Clark, J. H. Anim Feed Sci Technol 2003, 106, 39.
14. Ramanzin, M.; Bailoni, L.; Schiavon, S.; Bittante, G. J. Dairy Sci 1997, 80, 1136.
15. Iacoangeli, A.; Melucci-Vigo, G., Risuleo, G. Biochimie 2000, 82 35.
16. Tanabe, K. Blood Cells 1990, 16, 437.
17. Adovelande, J.; Schrevel, J. Life Sci 1996, 59, 309.
18. Nagatsu, A.; Tanaka, R.; Hashimoto, M.; Mizukami, H.; Ogihara, Y.; Sakakibara, J. Tetrahedron Lett 2000, 41, 2629.
19. Tanaka, R.; Nagatsu, A.; Mizukami, H.; Ogihara, Y.; Sakakibara, J. Tetrahedron 2001, 57, 3005.
20. Nagatsu, A.; Takahashi, T.; Isomura, M.; Nagai, S.; Ueda, T.; Murakami, N.; Sakakibara, J.; Hatano, K. Chem Pharm Bull 1994, 42, 2269.
21. Sakakibara, J.; Nakamura, A.; Nagai, S.; Ueda, T.; Ishida, T. Chem Pharm Bull 1998, 36, 4776.
22. Tanaka, R.; Nagatsu, A.; Mizukami, H.; Ogihara, Y.; Sakakibara, J. Chem Pharm Bull 2001, 49, 711.
23. Tsukube, H.; Sohmiya, H. J Org Chem 1991, 56, 875.
24. Maruyama, K.; Sohmiya, H.; Tsukube, H. Tetrahedron, 1992, 48, 805.
25. Nagatsu, A.; Tabunoki, Y.; Nagai, S.; Ueda, T.; Sakakibara, J.; Hidaka, H. Chem Pharm Bull 1997, 45, 966.
26. Sedmera, P.; Pospisil, S. Collect Czech Chem Commun 1997, 64, 703.
27. Tohda, K.; Suzuki, K.; Kosuge, N.; Watanabe, K.; Nagashima, H.; Inoue, H.; Shirai, T. Anal Chem 1990, 62, 936.
28. Dosio, F.; Franceschi, A.; Ceruti, M.; Brusa, P.; Cattel, L.; Colombatti, M. Biochem Pharmac 1996, 52, 157.
29. Ireland, R. E.; Meissner, R. S.; Rizzacasa, M. A. J Am Chem Soc 1993, 115, 7166.
30. Stewart, J. J. P. Method J Comp Chem 1989, 10, 209.
31. Stewart, J. J. P. J Comp Chem 1991, 12, 320.
32. CAChe 5.04 UserGuide, Fujitsu 2003.
33. Lopes, N. P.; Stark, C. B. W.; Staunton, J.; Gates, P. J. Org Biomol Chem 2004, 2, 358.
34. Lopes, N. P.; Stark, C. B. W.; Hong, H.; Staunton, J.; Gates, P. J. Rapid Commun Mass Spectrom 2002, 16, 414.
35. Brzezinski, B.; Schroeder, G.; Rabold, A.; Zundel, G. J Phys Chem 1995, 99, 8519.