Features of self-organization of highly dilute solutions of (ss="a-plus-plus">S)-, (ss="a-plus-plus">R)-, and (ss="a-plus-plus">SR)-methionines and related carbamides and glycolurils

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• 作者：I. S. Ryzhkina ; S. Yu. Sergeeva ; E. M. Masagutova…
• 关键词：Key wordsself ; organization ; physicochemical properties ; highly dilute aqueous solutions ; (S) ; (R) ; and (SR) ; methionines ; methionine derivatives of carbamide and glycoluril
• 刊名：Russian Chemical Bulletin
• 出版年：2015
• 出版时间：September 2015
• 年：2015
• 卷：64
• 期：9
• 页码：2125-2134
• 全文大小：284 KB
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Chemistry
  Organic Chemistry
  Inorganic Chemistry
  Russian Library of Science
  
• 出版者：Springer New York
• ISSN：1573-9171
• 卷排序：64

文摘

Aqueous solutions of (S)-, (R)-, and (SR)-methionines (1–3); carbamide (4); (S)-, (R)-, and (SR)-N-carbamoylmethionines (5–7); glycoluril (8); and glycolurils containing (S)and (R)-methionine moieties (9 and 10) kept under natural and hypoelectromagnetic conditions were studied in comparison by a complex of physicochemical methods (dynamic and electrophoretic light scattering, conductometry, pH-metry, and dielcometry). The process of selforganization and the properties of dilute solutions (1.0•10–15–10–1 mol L–1) of compounds 1–<strong class="EmphasisTypeBold ">10 was shown for the first time to depend substantially on the structure of the solute and configuration of methionine (Met) enantiomers. In the series 1–<strong class="EmphasisTypeBold ">3, the greatest ability to self-organization is observed for solutions of (SR)-Met in which supramolecular domains (1.0•10–5–1.0•10–1 mol L–1) and nanoassociates (1.0•10–11–1.0•10–8 mol L–1) are formed. The formation of nanoassociates in a concentration range of 1.0•10–12–1.0•10–6 mol L–1 can be responsible for the appearance of nonmonotonic concentration dependences of the physicochemical properties of solutions of N-carbamoylmethionines 5–<strong class="EmphasisTypeBold ">7, whereas the physicochemical properties are more pronounced in solution of (S)-N-carbamoylmethionine 5 than in solutions of 6 and 7. The strongest influence of the configuration of the Met enantiomer on the ability of solution to self-organization was revealed in a series of glycolurils 9, 10: solutions of 9 with the (S)-Met moiety are disperse systems in which nanoassociates are formed in a range of 1.0•10–15–1.0•10–5 mol L–1, whereas in solutions of 10 with the (R)-Met fragment the ability to self-organization in the low-concentration range is absent.