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Green cationic arginine surfactants: Influence of the polar head cationic character on the self-aggregation and biological properties.

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Title: Green cationic arginine surfactants: Influence of the polar head cationic character on the self-aggregation and biological properties.
Authors: Pérez, Lourdes1 (AUTHOR), Pons, Ramon1 (AUTHOR), Oliveira de Sousa, Francisco Fábio2,3 (AUTHOR), Morán, Maria del Carmen4 (AUTHOR), Ramos da Silva, Anderson1 (AUTHOR), Pinazo, Aurora1 (AUTHOR) aurora.pinazo@iqac.csic.es
Source: Journal of Molecular Liquids. Oct2021, Vol. 339, pN.PAG-N.PAG. 1p.
Subjects: Cationic surfactants, Liquid crystal states, Erythrocyte membranes, Biological membranes, Raw materials, Amino group, Surface active agents, Methyl formate
Abstract: [Display omitted] • Synthesis of cationic arginine surfactants meets green chemistry requirements. • pKa shift were observed for the guanidinium and for the primary amino group. • Cationic arginine surfactant aggregate in cylinders that pack in hexagonal phases. • Cationic Arginine surfactants interact strongly with DPPC monolayer. • Arginine surfactants have activity against Methicillin-resistant S. aureus (MRSA) Green surfactants are compounds derived from renewable sources of raw material that exhibit biodegradability and low toxicity. In this work the synthesis, solution, aggregation and biological properties of two families of green cationic arginine based surfactants have been investigated, Nα-acyl arginine methyl ester and arginine N-alkyl amide. Specifically we study: (i) the effect of self-aggregation on the cationic character, (ii) Liquid crystalline phases applying SAXS, (iii) surfactant ability to interact with biological membranes using Langmuir DPPC monolayers as a simple membrane model, (iv) biological profiles obtained by evaluation of antibacterial, anti-yeast and antibiofilm properties and, (v) the hemolytic activity on erythrocytes. The experiments conducted showed that the biological properties of arginine based surfactants were outstanding. These along with the fact that they are derived from green raw materials confer to these surfactants an outstanding potential in the field of green antimicrobial and antibiofilm agents. [ABSTRACT FROM AUTHOR]
Copyright of Journal of Molecular Liquids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
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DbLabel: Engineering Source
An: 152161382
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
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  Data: Green cationic arginine surfactants: Influence of the polar head cationic character on the self-aggregation and biological properties.
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  Data: <searchLink fieldCode="AR" term="%22Pérez%2C+Lourdes%22">Pérez, Lourdes</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Pons%2C+Ramon%22">Pons, Ramon</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Oliveira+de+Sousa%2C+Francisco+Fábio%22">Oliveira de Sousa, Francisco Fábio</searchLink><relatesTo>2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Morán%2C+Maria+del+Carmen%22">Morán, Maria del Carmen</searchLink><relatesTo>4</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Ramos+da+Silva%2C+Anderson%22">Ramos da Silva, Anderson</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Pinazo%2C+Aurora%22">Pinazo, Aurora</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> aurora.pinazo@iqac.csic.es</i>
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  Data: <searchLink fieldCode="JN" term="%22Journal+of+Molecular+Liquids%22">Journal of Molecular Liquids</searchLink>. Oct2021, Vol. 339, pN.PAG-N.PAG. 1p.
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  Data: <searchLink fieldCode="DE" term="%22Cationic+surfactants%22">Cationic surfactants</searchLink><br /><searchLink fieldCode="DE" term="%22Liquid+crystal+states%22">Liquid crystal states</searchLink><br /><searchLink fieldCode="DE" term="%22Erythrocyte+membranes%22">Erythrocyte membranes</searchLink><br /><searchLink fieldCode="DE" term="%22Biological+membranes%22">Biological membranes</searchLink><br /><searchLink fieldCode="DE" term="%22Raw+materials%22">Raw materials</searchLink><br /><searchLink fieldCode="DE" term="%22Amino+group%22">Amino group</searchLink><br /><searchLink fieldCode="DE" term="%22Surface+active+agents%22">Surface active agents</searchLink><br /><searchLink fieldCode="DE" term="%22Methyl+formate%22">Methyl formate</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: [Display omitted] • Synthesis of cationic arginine surfactants meets green chemistry requirements. • pKa shift were observed for the guanidinium and for the primary amino group. • Cationic arginine surfactant aggregate in cylinders that pack in hexagonal phases. • Cationic Arginine surfactants interact strongly with DPPC monolayer. • Arginine surfactants have activity against Methicillin-resistant S. aureus (MRSA) Green surfactants are compounds derived from renewable sources of raw material that exhibit biodegradability and low toxicity. In this work the synthesis, solution, aggregation and biological properties of two families of green cationic arginine based surfactants have been investigated, Nα-acyl arginine methyl ester and arginine N-alkyl amide. Specifically we study: (i) the effect of self-aggregation on the cationic character, (ii) Liquid crystalline phases applying SAXS, (iii) surfactant ability to interact with biological membranes using Langmuir DPPC monolayers as a simple membrane model, (iv) biological profiles obtained by evaluation of antibacterial, anti-yeast and antibiofilm properties and, (v) the hemolytic activity on erythrocytes. The experiments conducted showed that the biological properties of arginine based surfactants were outstanding. These along with the fact that they are derived from green raw materials confer to these surfactants an outstanding potential in the field of green antimicrobial and antibiofilm agents. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of Molecular Liquids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
  BibEntity:
    Identifiers:
      – Type: doi
        Value: 10.1016/j.molliq.2021.116819
    Languages:
      – Code: eng
        Text: English
    PhysicalDescription:
      Pagination:
        PageCount: 1
        StartPage: N.PAG
    Subjects:
      – SubjectFull: Cationic surfactants
        Type: general
      – SubjectFull: Liquid crystal states
        Type: general
      – SubjectFull: Erythrocyte membranes
        Type: general
      – SubjectFull: Biological membranes
        Type: general
      – SubjectFull: Raw materials
        Type: general
      – SubjectFull: Amino group
        Type: general
      – SubjectFull: Surface active agents
        Type: general
      – SubjectFull: Methyl formate
        Type: general
    Titles:
      – TitleFull: Green cationic arginine surfactants: Influence of the polar head cationic character on the self-aggregation and biological properties.
        Type: main
  BibRelationships:
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          Name:
            NameFull: Pérez, Lourdes
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          Name:
            NameFull: Pons, Ramon
      – PersonEntity:
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            NameFull: Oliveira de Sousa, Francisco Fábio
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            NameFull: Morán, Maria del Carmen
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            NameFull: Ramos da Silva, Anderson
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            NameFull: Pinazo, Aurora
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          Dates:
            – D: 01
              M: 10
              Text: Oct2021
              Type: published
              Y: 2021
          Identifiers:
            – Type: issn-print
              Value: 01677322
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            – Type: volume
              Value: 339
          Titles:
            – TitleFull: Journal of Molecular Liquids
              Type: main
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