{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,13]],"date-time":"2026-05-13T19:44:13Z","timestamp":1778701453216,"version":"3.51.4"},"reference-count":35,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2005,11,28]],"date-time":"2005-11-28T00:00:00Z","timestamp":1133136000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Biopolymers"],"published-print":{"date-parts":[[2006,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Monensin A methyl ester (MON1) was synthesized by a new method and its ability to form complexes with Li<jats:sup>+<\/jats:sup>, Na<jats:sup>+<\/jats:sup>, and K<jats:sup>+<\/jats:sup> cations was studied by electrospray ionization\u2013mass spectroscopy (ESI\u2010MS), <jats:sup>1<\/jats:sup>H and <jats:sup>13<\/jats:sup>C nuclear magnetic resonance (NMR), Fourier transform infrared (FTIR), and PM5 semiempirical methods. It is shown that MON1 with monovalent metal cations forms stable complexes of 1:1 stoichiometry. The structures of the complexes are stabilized by intramolecular hydrogen bonds in which the OH groups are always involved. In the structure of MON1, the oxygen atom of the C\uf8feO ester group is involved in very weak bifurcated intramolecular hydrogen bonds with two hydroxyl groups, whereas in the complexes of MON1 with monovalent metal cations the C\uf8feO ester group is not engaged in any intramolecular hydrogen bonds. Furthermore, it is demonstrated that the strongest intramolecular hydrogen bonds are formed within the MON1\u2013Li<jats:sup>+<\/jats:sup> complex structure. The structures of the MON1 and its complexes with Li<jats:sup>+<\/jats:sup>, Na<jats:sup>+<\/jats:sup>, and K<jats:sup>+<\/jats:sup> cations are visualized and discussed in detail. \u00a9 2005 Wiley Periodicals, Inc. Biopolymers 81: 282\u2013294, 2006<\/jats:p><jats:p>This article was originally published online as an accepted preprint. The \u201cPublished Online\u201d date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at biopolymers@wiley.com<\/jats:p>","DOI":"10.1002\/bip.20415","type":"journal-article","created":{"date-parts":[[2005,11,28]],"date-time":"2005-11-28T12:46:31Z","timestamp":1133181991000},"page":"282-294","source":"Crossref","is-referenced-by-count":35,"title":["Monensin A methyl ester complexes with Li<sup>+<\/sup>, Na<sup>+<\/sup>, and K<sup>+<\/sup> cations studied by ESI\u2010MS, <sup>1<\/sup>H\u2010 and <sup>13<\/sup>C\u2010NMR, FTIR, as well as PM5 semiempirical method"],"prefix":"10.1002","volume":"81","author":[{"given":"Adam","family":"Huczy\u0144ski","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Piotr","family":"Przybylski","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bogumil","family":"Brzezinski","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Franz","family":"Bartl","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2005,11,28]]},"reference":[{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00998a062"},{"key":"e_1_2_6_3_2","first-page":"349","author":"Honey M. 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