<!DOCTYPE article
PUBLIC "-//NLM//DTD JATS (Z39.96) Journal Publishing DTD v1.4 20190208//EN"
       "JATS-journalpublishing1.dtd">
<article xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" article-type="research-article" dtd-version="1.4" xml:lang="en">
 <front>
  <journal-meta>
   <journal-id journal-id-type="publisher-id">Russian Journal of Biological Physics and Chemisrty</journal-id>
   <journal-title-group>
    <journal-title xml:lang="en">Russian Journal of Biological Physics and Chemisrty</journal-title>
    <trans-title-group xml:lang="ru">
     <trans-title>АКТУАЛЬНЫЕ ВОПРОСЫ БИОЛОГИЧЕСКОЙ ФИЗИКИ И ХИМИИ</trans-title>
    </trans-title-group>
   </journal-title-group>
   <issn publication-format="print">2499-9962</issn>
  </journal-meta>
  <article-meta>
   <article-id pub-id-type="publisher-id">54346</article-id>
   <article-categories>
    <subj-group subj-group-type="toc-heading" xml:lang="ru">
     <subject>МЕДИЦИНСКАЯ БИОФИЗИКА И БИОФИЗИЧЕСКАЯ ХИМИЯ</subject>
    </subj-group>
    <subj-group subj-group-type="toc-heading" xml:lang="en">
     <subject>MEDICAL BIOPHYSICS AND BIOPHYSICAL CHEMISTRY</subject>
    </subj-group>
    <subj-group>
     <subject>МЕДИЦИНСКАЯ БИОФИЗИКА И БИОФИЗИЧЕСКАЯ ХИМИЯ</subject>
    </subj-group>
   </article-categories>
   <title-group>
    <article-title xml:lang="en">SOME PHYSICOCHEMICAL PROPERTIES OF AMINO ACID IONIC LIQUIDS BASED ON ALKYLMETHYLIMIDAZOLIUM</article-title>
    <trans-title-group xml:lang="ru">
     <trans-title>SOME PHYSICOCHEMICAL PROPERTIES OF AMINO ACID IONIC LIQUIDS BASED ON ALKYLMETHYLIMIDAZOLIUM</trans-title>
    </trans-title-group>
   </title-group>
   <contrib-group content-type="authors">
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Alopina</surname>
       <given-names>E V</given-names>
      </name>
      <name xml:lang="en">
       <surname>Alopina</surname>
       <given-names>E V</given-names>
      </name>
     </name-alternatives>
     <email>alopina@mail.ru</email>
     <xref ref-type="aff" rid="aff-1"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Smirnova</surname>
       <given-names>N A</given-names>
      </name>
      <name xml:lang="en">
       <surname>Smirnova</surname>
       <given-names>N A</given-names>
      </name>
     </name-alternatives>
     <xref ref-type="aff" rid="aff-2"/>
    </contrib>
    <contrib contrib-type="author">
     <name-alternatives>
      <name xml:lang="ru">
       <surname>Kuznetsov</surname>
       <given-names>O Yu</given-names>
      </name>
      <name xml:lang="en">
       <surname>Kuznetsov</surname>
       <given-names>O Yu</given-names>
      </name>
     </name-alternatives>
     <xref ref-type="aff" rid="aff-3"/>
    </contrib>
   </contrib-group>
   <aff-alternatives id="aff-1">
    <aff>
     <institution xml:lang="ru">St. Petersburg State University</institution>
     <country>ru</country>
    </aff>
    <aff>
     <institution xml:lang="en">St. Petersburg State University</institution>
     <country>ru</country>
    </aff>
   </aff-alternatives>
   <aff-alternatives id="aff-2">
    <aff>
     <institution xml:lang="ru">St. Petersburg State University</institution>
     <country>ru</country>
    </aff>
    <aff>
     <institution xml:lang="en">St. Petersburg State University</institution>
     <country>ru</country>
    </aff>
   </aff-alternatives>
   <aff-alternatives id="aff-3">
    <aff>
     <institution xml:lang="ru">Ivanovo State Medical Academy «Roszdrava»</institution>
     <country>ru</country>
    </aff>
    <aff>
     <institution xml:lang="en">Ivanovo State Medical Academy «Roszdrava»</institution>
     <country>ru</country>
    </aff>
   </aff-alternatives>
   <pub-date publication-format="print" date-type="pub" iso-8601-date="2018-09-25T20:22:29+03:00">
    <day>25</day>
    <month>09</month>
    <year>2018</year>
   </pub-date>
   <pub-date publication-format="electronic" date-type="pub" iso-8601-date="2018-09-25T20:22:29+03:00">
    <day>25</day>
    <month>09</month>
    <year>2018</year>
   </pub-date>
   <volume>3</volume>
   <issue>3</issue>
   <fpage>669</fpage>
   <lpage>672</lpage>
   <history>
    <date date-type="received" iso-8601-date="2018-09-20T20:22:29+03:00">
     <day>20</day>
     <month>09</month>
     <year>2018</year>
    </date>
    <date date-type="accepted" iso-8601-date="2018-09-20T20:22:29+03:00">
     <day>20</day>
     <month>09</month>
     <year>2018</year>
    </date>
   </history>
   <self-uri xlink:href="https://rusjbpc.ru/en/nauka/article/54346/view">https://rusjbpc.ru/en/nauka/article/54346/view</self-uri>
   <abstract xml:lang="ru">
    <p>A modification of synthesis of amino acid ionic liquids (AAILs) based on 1-alkyl-3-methylimidazolium cation and L-Serinate anion [Cnmim][Ser] (n = 8, 10, 12) was developed. The structures of the AAILs based on serinate were confirmed by 1H NMR and 13C NMR spectroscopies. The electrical conductivity in aqueous mixtures of ionic liquids from the family 1-alkyl-3-methylimidazolium serinate [Cnmim][Ser] (n = 8, 10, 12) at 298.15 K were measured. The results of the electrical conductivity study clearly show that the general features of micellar aggregation of relatively long-chain imidazolium IL are analogous to those in the case of traditional surfactants. Critical micelle concentrations (cmc) of AAILs, degree of counterion binding ( β ), standard Gibbs energy of micellization (Δ G °m) for them were estimated from the experimental data. The dependences of the cmc, β and Δ G °m, on the length of the alkyl chain of the cations were discussed. These compounds were initially screened for biology activity by a simple zone of inhibition study against Staphylococcus aureus ATCC 5638 (gram-positive bacteria), Escherichia coli ATCC 25922 (gram-negative bacteria) and Candida albicans ATCC 885653 (fungus). The data obtained have shown that among AAILS the [C10mim][Ser] is more effective against this bacteria.</p>
   </abstract>
   <trans-abstract xml:lang="en">
    <p>A modification of synthesis of amino acid ionic liquids (AAILs) based on 1-alkyl-3-methylimidazolium cation and L-Serinate anion [Cnmim][Ser] (n = 8, 10, 12) was developed. The structures of the AAILs based on serinate were confirmed by 1H NMR and 13C NMR spectroscopies. The electrical conductivity in aqueous mixtures of ionic liquids from the family 1-alkyl-3-methylimidazolium serinate [Cnmim][Ser] (n = 8, 10, 12) at 298.15 K were measured. The results of the electrical conductivity study clearly show that the general features of micellar aggregation of relatively long-chain imidazolium IL are analogous to those in the case of traditional surfactants. Critical micelle concentrations (cmc) of AAILs, degree of counterion binding ( β ), standard Gibbs energy of micellization (Δ G °m) for them were estimated from the experimental data. The dependences of the cmc, β and Δ G °m, on the length of the alkyl chain of the cations were discussed. These compounds were initially screened for biology activity by a simple zone of inhibition study against Staphylococcus aureus ATCC 5638 (gram-positive bacteria), Escherichia coli ATCC 25922 (gram-negative bacteria) and Candida albicans ATCC 885653 (fungus). The data obtained have shown that among AAILS the [C10mim][Ser] is more effective against this bacteria.</p>
   </trans-abstract>
   <kwd-group xml:lang="ru">
    <kwd>amino acid ionic liquid</kwd>
    <kwd>1-alkyl-3-methylimidazolium cation</kwd>
    <kwd>electrical conductivity</kwd>
    <kwd>micellization</kwd>
    <kwd>antibacterial effect</kwd>
   </kwd-group>
   <kwd-group xml:lang="en">
    <kwd>amino acid ionic liquid</kwd>
    <kwd>1-alkyl-3-methylimidazolium cation</kwd>
    <kwd>electrical conductivity</kwd>
    <kwd>micellization</kwd>
    <kwd>antibacterial effect</kwd>
   </kwd-group>
  </article-meta>
 </front>
 <body>
  <p></p>
 </body>
 <back>
  <ref-list>
   <ref id="B1">
    <label>1.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Bowers J., Butts C.P., Martin P.J., Vergara-Gutierrez M.C., Heenan R.K. Aggregation behavior of aqueous solutions of ionic liquids. Langmuir, 2004, vol. 20, pp. 2191-2198, DOI: 10.1021/la035940m.</mixed-citation>
     <mixed-citation xml:lang="en">Bowers J., Butts C.P., Martin P.J., Vergara-Gutierrez M.C., Heenan R.K. Aggregation behavior of aqueous solutions of ionic liquids. Langmuir, 2004, vol. 20, pp. 2191-2198, DOI: 10.1021/la035940m.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B2">
    <label>2.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Dong B., Li N., Zheng L.Q., Yu L., Inoue T. Surface adsorption and micelle formation of surface active ionic liquids in aqueous solution. Langmuir, 2007, vol. 23, pp. 4178-4182, DOI: 10.1021/la0633029.</mixed-citation>
     <mixed-citation xml:lang="en">Dong B., Li N., Zheng L.Q., Yu L., Inoue T. Surface adsorption and micelle formation of surface active ionic liquids in aqueous solution. Langmuir, 2007, vol. 23, pp. 4178-4182, DOI: 10.1021/la0633029.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B3">
    <label>3.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Jungnickel C., Luczak J., Ranke J., Fernandez J.F., Muller A., Thoming J. Micelle formation of imidazolium ionic liquids in aqueous solution, Colloids Surf.-Physicochem. Eng. Asp., 2008, vol. 316, pp. 278-284, DOI: 10.1016/j.colsurfa.2007.09.020.</mixed-citation>
     <mixed-citation xml:lang="en">Jungnickel C., Luczak J., Ranke J., Fernandez J.F., Muller A., Thoming J. Micelle formation of imidazolium ionic liquids in aqueous solution, Colloids Surf.-Physicochem. Eng. Asp., 2008, vol. 316, pp. 278-284, DOI: 10.1016/j.colsurfa.2007.09.020.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B4">
    <label>4.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Luczak J., Hupka J., Thoming J., Jungnickel C. Self-organization of imidazolium ionic liquids in aqueous solution, Colloids Surf. -Physicochem. Eng. Asp., 2008, vol. 329, pp. 125-133, DOI: 10.1016/j.colsurfa.2008.07.012.</mixed-citation>
     <mixed-citation xml:lang="en">Luczak J., Hupka J., Thoming J., Jungnickel C. Self-organization of imidazolium ionic liquids in aqueous solution, Colloids Surf. -Physicochem. Eng. Asp., 2008, vol. 329, pp. 125-133, DOI: 10.1016/j.colsurfa.2008.07.012.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B5">
    <label>5.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Cornellas A., Perez L., Comelles F., Ribosa I., Manresa A., Garcia M.T. Self-aggregation and antimicrobial activity of imidazolium- and pyridinium-based ionic liquids in aqueous solution. J. Colloid Interface Sci., 2011, vol. 355, pp. 164-171, DOI: 10.1016/j.jcis.2010.11.063.</mixed-citation>
     <mixed-citation xml:lang="en">Cornellas A., Perez L., Comelles F., Ribosa I., Manresa A., Garcia M.T. Self-aggregation and antimicrobial activity of imidazolium- and pyridinium-based ionic liquids in aqueous solution. J. Colloid Interface Sci., 2011, vol. 355, pp. 164-171, DOI: 10.1016/j.jcis.2010.11.063.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B6">
    <label>6.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Garcia M.T., Gathergood N., Scammells P.J. Biodegradable ionic liquids Part II. Effect of the anion and toxicology. Green Chem., 2005, vol. 7, pp. 9-14.</mixed-citation>
     <mixed-citation xml:lang="en">Garcia M.T., Gathergood N., Scammells P.J. Biodegradable ionic liquids Part II. Effect of the anion and toxicology. Green Chem., 2005, vol. 7, pp. 9-14.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B7">
    <label>7.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Fukumoto K., Yoshizawa M., Ohno H. Room temperature ionic liquid from 20 natural amino acids. J. Am. Chem. Soc., 2005, vol. 127, pp. 2398-2399.</mixed-citation>
     <mixed-citation xml:lang="en">Fukumoto K., Yoshizawa M., Ohno H. Room temperature ionic liquid from 20 natural amino acids. J. Am. Chem. Soc., 2005, vol. 127, pp. 2398-2399.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B8">
    <label>8.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Lopp M., Boroznyak R.V. Synthesis of 1-butyl-3-methylimidazolium hydroxide and glutamate: Modification of Fukumoto’ Method. Zhurnal nauchnyh publikacij aspirantov i doktorantov, 2011, vol. 11, pp. 1-10. (in Russ.)</mixed-citation>
     <mixed-citation xml:lang="en">Lopp M., Boroznyak R.V. Synthesis of 1-butyl-3-methylimidazolium hydroxide and glutamate: Modification of Fukumoto’ Method. Zhurnal nauchnyh publikacij aspirantov i doktorantov, 2011, vol. 11, pp. 1-10. (in Russ.)</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B9">
    <label>9.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Alopina E., Safonova E., Pukinsky I., Smirnova N. Liquid-liquid equilibria in aqueous mixtures of alkylmethylimidazolium glutamate with potassium carbonate and some physicochemical properties of aqueous [Cnmim][Glu] (n = 4, 6, 8) solutions. J. Chem. Eng. Data, 2016, vol. 61, pp. 2013-2019.</mixed-citation>
     <mixed-citation xml:lang="en">Alopina E., Safonova E., Pukinsky I., Smirnova N. Liquid-liquid equilibria in aqueous mixtures of alkylmethylimidazolium glutamate with potassium carbonate and some physicochemical properties of aqueous [Cnmim][Glu] (n = 4, 6, 8) solutions. J. Chem. Eng. Data, 2016, vol. 61, pp. 2013-2019.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B10">
    <label>10.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Dobryakov Y., Tuma D., Maurer G. Activity Coefficients at Infinite Dilution of Alkanols in the Ionic Liquids 1-Butyl-3-methylimidazolium Hexafluorophosphate, 1-Butyl-3-methylimidazolium Methyl Sulfate, and 1-Hexyl-3-methylimidazolium Bis(trifluoromethylsulfonyl) Amide Using the Dilutor Technique. J. Chem. Eng. Data, 2008, vol. 53, pp. 2154-2162.</mixed-citation>
     <mixed-citation xml:lang="en">Dobryakov Y., Tuma D., Maurer G. Activity Coefficients at Infinite Dilution of Alkanols in the Ionic Liquids 1-Butyl-3-methylimidazolium Hexafluorophosphate, 1-Butyl-3-methylimidazolium Methyl Sulfate, and 1-Hexyl-3-methylimidazolium Bis(trifluoromethylsulfonyl) Amide Using the Dilutor Technique. J. Chem. Eng. Data, 2008, vol. 53, pp. 2154-2162.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B11">
    <label>11.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Ghanem Ou.B., Mutalib M.I.A., Lévêque J.-M., Gonfa G., Kait C., El-Harbawi M. Studies on the Physicochemical Properties of Ionic Liquids Based On 1-Octyl-3-methylimidazolium Amino Acids. J. Chem. Eng. Data, 2015, vol. 60, pp. 1756-1763.</mixed-citation>
     <mixed-citation xml:lang="en">Ghanem Ou.B., Mutalib M.I.A., Lévêque J.-M., Gonfa G., Kait C., El-Harbawi M. Studies on the Physicochemical Properties of Ionic Liquids Based On 1-Octyl-3-methylimidazolium Amino Acids. J. Chem. Eng. Data, 2015, vol. 60, pp. 1756-1763.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B12">
    <label>12.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Hoffmann H., Ulbricht W. Kinetic and thermodynamic measurements on aggregation of perfluorinated surfactants. Z. Phys. Chem.-Frankf., 1977, vol. 106, pp. 167-184.</mixed-citation>
     <mixed-citation xml:lang="en">Hoffmann H., Ulbricht W. Kinetic and thermodynamic measurements on aggregation of perfluorinated surfactants. Z. Phys. Chem.-Frankf., 1977, vol. 106, pp. 167-184.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B13">
    <label>13.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Wang J.J., Wang H.Y., Zhang S.L., Zhang H.H., Zhao Y. Conductivities, volumes, fluorescence, and aggregation behavior of ionic liquids [C4mim][BF4] and [Cnmim] Br (n=4, 6, 8, 10, 12) in aqueous solutions. J. Phys. Chem. B, 2007, vol. 111, pp. 6181-6188.</mixed-citation>
     <mixed-citation xml:lang="en">Wang J.J., Wang H.Y., Zhang S.L., Zhang H.H., Zhao Y. Conductivities, volumes, fluorescence, and aggregation behavior of ionic liquids [C4mim][BF4] and [Cnmim] Br (n=4, 6, 8, 10, 12) in aqueous solutions. J. Phys. Chem. B, 2007, vol. 111, pp. 6181-6188.</mixed-citation>
    </citation-alternatives>
   </ref>
   <ref id="B14">
    <label>14.</label>
    <citation-alternatives>
     <mixed-citation xml:lang="ru">Hiemenz P.C., Rajagopalan R. Principles of Colloid and Surface Chemistry. Marcel Dekker Inc, New York, 1997.</mixed-citation>
     <mixed-citation xml:lang="en">Hiemenz P.C., Rajagopalan R. Principles of Colloid and Surface Chemistry. Marcel Dekker Inc, New York, 1997.</mixed-citation>
    </citation-alternatives>
   </ref>
  </ref-list>
 </back>
</article>
