Structures of complexes of benzyl and allyl esters of monensin A with Mg2+, Ca2+, Sr2+, Ba2+ cations studied by ESI-MS and PM5 methods

被引：13

作者：

Huczynski, Adam ^{[1
]}

Brzezinski, Bogumil ^{[1
]}

Bartl, Franz ^{[2
,3
]}

机构：

[1] Adam Mickiewicz Univ, Fac Chem, PL-60780 Poznan, Poland

[2] Univ Med Berlin Campus Charite Mitte, Inst Med Phys & Biophys Charite, D-10117 Berlin, Germany

[3] Zentrum Biophys & Bioinformat, D-10115 Berlin, Germany

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2008年 / 886卷 / 1-3期

关键词：

benzyl ester; allyl ester; monensin A; ionophores; complexes; electrospray mass spectrometry (ESI);

D O I：

10.1016/j.molstruc.2007.10.028

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Benzyl ester of monensin A (MON3) and allyl ester of monensin A (MON4) were synthesized and their ability of forming complexes with divalent cations was studied by ESI mass spectrometry and by PM5 semi empirical calculations. The ESI-MS spectra indicate that MON3 as well as MON4 form stable 1:1 complexes with the divalent cations used in this study. The complexes of MON3 are stable to cv = 50 V and after this cv value no m/z signals are more observed in the spectra. In contrast, with increasing cone voltage values, a fragmentation process of the MON4 complexes is simultaneously observed, where dehydration processes are the main events. The structures of the complexes are discussed in detail oil the basis of conformational analysis together with the PM5 semiempirical calculations. (C) 2007 Elsevier B.V. All rights reserved.

引用

页码：9 / 16

页数：8

共 39 条

[1] Effects of the antibiotic ionophores monensin, lasalocid, laidlomycin propionate and bambermycin on Salmonella and E-coli O157: H7 in vitro [J].

Edrington, TS ;

Callaway, TR ;

Varey, PD ;

Jung, YS ;

Bischoff, KM ;

Elder, RO ;

Anderson, RC ;

Kutter, E ;

Brabban, AD ;

Nisbet, DJ .

JOURNAL OF APPLIED MICROBIOLOGY, 2003, 94 (02) :207-213

[2]

Ferdani R., 2004, Encyclopedia of Supramolecular Chemistry, P760

[3] ESI MS, NMR and PM5 semiempirical studies of oligomycin A and its complexes with Li+ and Na+ cations [J].

Gierczyk, B ;

Schroeder, G ;

Przybylski, P ;

Brzezinski, B ;

Bartl, F ;

Zundel, G .

JOURNAL OF MOLECULAR STRUCTURE, 2005, 738 (1-3) :261-270

[4] Monensin supplementation of lactating cows fed tropical grasses and cane molasses or grain [J].

Granzin, BC ;

Dryden, GML .

ANIMAL FEED SCIENCE AND TECHNOLOGY, 2005, 120 (1-2) :1-16

[5] The characterisation of polyether ionophore veterinary drugs by HPLC-electrospray MS [J].

Harris, JA ;

Russell, CAL ;

Wilkins, JPG .

ANALYST, 1998, 123 (12) :2625-2628

[6] Monensin A benzyl ester and its complexes with monovalent metal cations studied by spectroscopic, mass spectrometry and semiempirical methods [J].

Hucynski, Adam ;

Michalak, Dominik ;

Przybylski, Piotr ;

Brzezinski, Bogumil ;

Bartl, Franz .

JOURNAL OF MOLECULAR STRUCTURE, 2006, 797 (1-3) :99-110

[7] Spectroscopic, mass spectrometry, and semiempirical investigations of a new 2-(2-methoxyethoxy) ethyl ester of Monensin A and its complexes with monovalent cations [J].

Huczynski, Adam ;

Lowicki, Daniel ;

Brzezinski, Bogumil ;

Bartl, Franz .

JOURNAL OF MOLECULAR STRUCTURE, 2008, 879 (1-3) :14-24

[8] Spectroscopic, mass spectrometry and semiempirical investigation of a new 2-methoxyethyl ester of monensin A and its complexes with Li+, Na+ and K+ cations [J].

Huczynski, Adam ;

Lowicki, Daniel ;

Brzezinski, Bogumil ;

Bartl, Franz .

JOURNAL OF MOLECULAR STRUCTURE, 2008, 874 (1-3) :89-100

[9] NMR, FTIR, ESI-MS and semiempirical study of a new 2-(2-hydroxyethoxy) ethyl ester of monensin A and its complexes with alkali metal cations [J].

Huczynski, Adam ;

Przybylski, Piotr ;

Brzezinski, Bogumil .

TETRAHEDRON, 2007, 63 (36) :8831-8839

[10] Molecular structure of the 1:1 inclusion complex of monensin a lithium salt with acetonitrile [J].

Huczynski, Adam ;

Ratajczak-Sitarz, Malgorzata ;

Katrusiak, Andrzej' ;

Brzezinski, Bogumil .

JOURNAL OF MOLECULAR STRUCTURE, 2007, 871 (1-3) :92-97

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