Self-assembly, interfacial properties, interactions with macromolecules and molecular modelling and simulation of microbial bio-based amphiphiles (biosurfactants). A tutorial review

Chemical surfactants are omnipresent in consumer products, but they are the subject of environmental concerns. For this reason, the complete replacement of petrochemical surfactants by biosurfactants constitutes a holy grail, but this is far from possible in the near future. Although the "biosu...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 23; no. 11; pp. 3842 - 3944
Main Authors Baccile, Niki, Seyrig, Chloé, Poirier, Alexandre, Alonso-de Castro, Silvia, Roelants, Sophie L. K. W, Abel, Stéphane
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 09.06.2021
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Abstract Chemical surfactants are omnipresent in consumer products, but they are the subject of environmental concerns. For this reason, the complete replacement of petrochemical surfactants by biosurfactants constitutes a holy grail, but this is far from possible in the near future. Although the "biosurfactants revolution" has not yet occurred, mainly due to the higher cost and lower availability of biosurfactants, another reason could explain this fact: poor knowledge of their properties in solution. This tutorial review aims to review the self-assembly properties and phase behavior, experimentally (sections 3.3 and 3.4) and through molecular modelling (section 6), in water of the most important microbial biosurfactants (sophorolipids, rhamnolipids, surfactin, cellobiose lipids, glucolipids) as well as their major derivatives. A critical discussion of such properties in light of the well-known packing parameter of surfactants is also provided (section 3.5). The relationship between the nanoscale self-assembly and macroscopic material's properties, including hydrogelling, solid foaming, templating or encapsulation, is specifically discussed (section 3.7). We also present their self-assembly and adsorption at flat and complex air/liquid ( e.g. , foams), air/solid (adhesion), liquid/solid (nanoparticles) and liquid/liquid ( e.g. , emulsions) interfaces (section 4). A critical discussion on the use of biosurfactants as capping agents for the development of stable nanoparticles is specifically provided (section 4.2.4). Finally, we discuss the major findings involving biosurfactants and macromolecules, including proteins, enzymes, polymers and polyelectrolytes. Amphiphiles obtained by microbial fermentation, known as biosurfactants or bioamphiphiles, are reviewed in terms of their solution experimental and theoretical self-assembly properties, interface properties and interactions with macromolecules.
AbstractList Chemical surfactants are omnipresent in consumer products, but they are the subject of environmental concerns. For this reason, the complete replacement of petrochemical surfactants by biosurfactants constitutes a holy grail, but this is far from possible in the near future. Although the "biosurfactants revolution" has not yet occurred, mainly due to the higher cost and lower availability of biosurfactants, another reason could explain this fact: poor knowledge of their properties in solution. This tutorial review aims to review the self-assembly properties and phase behavior, experimentally (sections 3.3 and 3.4) and through molecular modelling (section 6), in water of the most important microbial biosurfactants (sophorolipids, rhamnolipids, surfactin, cellobiose lipids, glucolipids) as well as their major derivatives. A critical discussion of such properties in light of the well-known packing parameter of surfactants is also provided (section 3.5). The relationship between the nanoscale self-assembly and macroscopic material's properties, including hydrogelling, solid foaming, templating or encapsulation, is specifically discussed (section 3.7). We also present their self-assembly and adsorption at flat and complex air/liquid ( e.g. , foams), air/solid (adhesion), liquid/solid (nanoparticles) and liquid/liquid ( e.g. , emulsions) interfaces (section 4). A critical discussion on the use of biosurfactants as capping agents for the development of stable nanoparticles is specifically provided (section 4.2.4). Finally, we discuss the major findings involving biosurfactants and macromolecules, including proteins, enzymes, polymers and polyelectrolytes. Amphiphiles obtained by microbial fermentation, known as biosurfactants or bioamphiphiles, are reviewed in terms of their solution experimental and theoretical self-assembly properties, interface properties and interactions with macromolecules.
Chemical surfactants are omnipresent in consumer products, but they are the subject of environmental concerns. For this reason, the complete replacement of petrochemical surfactants by biosurfactants constitutes a holy grail, but this is far from possible in the near future. Although the “biosurfactants revolution” has not yet occurred, mainly due to the higher cost and lower availability of biosurfactants, another reason could explain this fact: poor knowledge of their properties in solution. This tutorial review aims to review the self-assembly properties and phase behavior, experimentally (sections 3.3 and 3.4) and through molecular modelling (section 6), in water of the most important microbial biosurfactants (sophorolipids, rhamnolipids, surfactin, cellobiose lipids, glucolipids) as well as their major derivatives. A critical discussion of such properties in light of the well-known packing parameter of surfactants is also provided (section 3.5). The relationship between the nanoscale self-assembly and macroscopic material's properties, including hydrogelling, solid foaming, templating or encapsulation, is specifically discussed (section 3.7). We also present their self-assembly and adsorption at flat and complex air/liquid (e.g., foams), air/solid (adhesion), liquid/solid (nanoparticles) and liquid/liquid (e.g., emulsions) interfaces (section 4). A critical discussion on the use of biosurfactants as capping agents for the development of stable nanoparticles is specifically provided (section 4.2.4). Finally, we discuss the major findings involving biosurfactants and macromolecules, including proteins, enzymes, polymers and polyelectrolytes.
Chemical surfactants are omnipresent in consumers' products but they suffer from environmental concerns. For this reason, complete replacement of petrochemical surfactants by biosurfactants constitute a holy grail but this is far from occurring any soon. If the "biosurfactants revolution" has not occurred, yet, mainly due to the higher cost and lower availability of biosurfactants, another reason explains this fact: the poor knowledge of their properties in solution. This tutorial review aims at reviewing the self-assembly properties and phase behavior, experimental (sections 2.3 and 2.4) and from molecular modelling (section 5), in water of the most important microbial biosurfactants (sophorolipids, rhamnolipids, surfacting, cellobioselipids, glucolipids) as well as their major derivatives. A critical discussion of such properties in light of the well-known packing parameter of surfactants is also provided (section 2.5). The relationship between the nanoscale self-assembly and macroscopic materials properties, including hydrogelling, solid foaming, templating or encapsulation is specifically discussed (section 2.7). We also present their self-assembly and adsorption at flat and complex air/liquid (e.g., foams), air/solid (adhesion), liquid/solid (nanoparticles) and liquid/liquid (e.g., emulsions) interfaces (section 3). A critical discussion on the use of biosurfactants as capping agents for the development of stable nanoparticles is specifically provided (section 3.2.4). Finally, we discuss the major findings involving biosurfactants and macromolecules, including proteins, enzymes, polymers and polyelectrolytes.
Chemical surfactants are omnipresent in consumer products, but they are the subject of environmental concerns. For this reason, the complete replacement of petrochemical surfactants by biosurfactants constitutes a holy grail, but this is far from possible in the near future. Although the “biosurfactants revolution” has not yet occurred, mainly due to the higher cost and lower availability of biosurfactants, another reason could explain this fact: poor knowledge of their properties in solution. This tutorial review aims to review the self-assembly properties and phase behavior, experimentally (sections 3.3 and 3.4) and through molecular modelling (section 6), in water of the most important microbial biosurfactants (sophorolipids, rhamnolipids, surfactin, cellobiose lipids, glucolipids) as well as their major derivatives. A critical discussion of such properties in light of the well-known packing parameter of surfactants is also provided (section 3.5). The relationship between the nanoscale self-assembly and macroscopic material's properties, including hydrogelling, solid foaming, templating or encapsulation, is specifically discussed (section 3.7). We also present their self-assembly and adsorption at flat and complex air/liquid ( e.g. , foams), air/solid (adhesion), liquid/solid (nanoparticles) and liquid/liquid ( e.g. , emulsions) interfaces (section 4). A critical discussion on the use of biosurfactants as capping agents for the development of stable nanoparticles is specifically provided (section 4.2.4). Finally, we discuss the major findings involving biosurfactants and macromolecules, including proteins, enzymes, polymers and polyelectrolytes.
Author Baccile, Niki
Seyrig, Chloé
Roelants, Sophie L. K. W
Abel, Stéphane
Alonso-de Castro, Silvia
Poirier, Alexandre
AuthorAffiliation Centre for Industrial Biotechnology and Biocatalysis (InBio.be)
Ghent University
Sorbonne Université
CNRS
Université Paris-Saclay
Bio Base Europe Pilot Plant
Institute for Integrative Biology of the Cell (I2BC)
Centre National de la Recherche Scientifique
Laboratoire de Chimie de la Matière Condensée de Paris
LCMCP
CEA
AuthorAffiliation_xml – name: Sorbonne Université
– name: Bio Base Europe Pilot Plant
– name: Centre for Industrial Biotechnology and Biocatalysis (InBio.be)
– name: Ghent University
– name: CEA
– name: LCMCP
– name: CNRS
– name: Centre National de la Recherche Scientifique
– name: Laboratoire de Chimie de la Matière Condensée de Paris
– name: Université Paris-Saclay
– name: Institute for Integrative Biology of the Cell (I2BC)
Author_xml – sequence: 1
  givenname: Niki
  surname: Baccile
  fullname: Baccile, Niki
– sequence: 2
  givenname: Chloé
  surname: Seyrig
  fullname: Seyrig, Chloé
– sequence: 3
  givenname: Alexandre
  surname: Poirier
  fullname: Poirier, Alexandre
– sequence: 4
  givenname: Silvia
  surname: Alonso-de Castro
  fullname: Alonso-de Castro, Silvia
– sequence: 5
  givenname: Sophie L. K. W
  surname: Roelants
  fullname: Roelants, Sophie L. K. W
– sequence: 6
  givenname: Stéphane
  surname: Abel
  fullname: Abel, Stéphane
BackLink https://hal.science/hal-03174562$$DView record in HAL
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Notes Niki Baccile is a physicochemist working in the field of materials' science. He obtained his PhD in Materials Chemistry in 2006 at the Laboratoire de Chimie de la Matière Condensée de Paris (LCMCP), Université Pierre et Marie Curie (now Sorbonne Université), Paris (France), and worked as a post-doc at the Institut Charles Gerhardt in Montpellier (France) in 2007 and at the Max Planck Institute of Colloids and Interfaces, Potsdam-Golm (Germany), in 2008. Since 2008, he has been a full-time CNRS research fellow at the LCMCP, Sorbonne Université, Paris. He currently explores the self-organization of microbial biosurfactants (sophorolipids, glucolipids, cellobiose lipids) and their potential use in materials science.
Silvia Alonso-de Castro obtained her BSc (2011) and MSc in Applied Chemistry and Pharmacology (2013) at the University Jaume I (Spain). In 2018, she finished her PhD in the Inorganic Photochemistry lab of Prof. Salassa. Her PhD research was focused on the photocatalytic activation of metal based anticancer prodrug candidates, by employing flavins and flavoproteins as catalysts. Then, in 2019, she joined the LCMCP at Sorbonne Université (France) as a postdoctoral researcher, where she studied the role of biosurfactants in the synthesis of inorganic nanoparticles and the viability of multilamellar wall vesicles as drug delivery systems.
Stéphane Abel is a full researcher in molecular modelling and simulation at the French Alternative Energies and Atomic Energy Commission (CEA) and the Institute for Integrative Biology of the Cell (I2BC) of the Paris Saclay University. He received his PhD degree in molecular simulation in 2007 from the University of Pierre and Marie Curie (now Sorbonne Université), Paris (France). His current work focuses on employing molecular simulation techniques to study surfactant assemblies and lipid membranes, in particular, to evaluate and tailor them for specific applications in the membrane protein and environmental fields.
Chloé Seyrig is a French PhD student. After a bachelor in biomedical sciences (Paris V), she obtained a master in Biomedical Engineering, with a specialty in Biomaterials (Paris V). She is currently preparing her PhD thesis on stimuli-responsive biosurfactant-biopolymer self-assembled structures at the Laboratoire de Chimie de la Matière Condensée de Paris (Sorbonne Université, Paris, France).
Starmerella bombicola
Alexandre Poirier has had a Post-Doctoral contract with the SMILES team of the Laboratoire de Chimie de la Matière Condensée de Paris, France, since 2020. His PhD thesis research was achieved in 2019 at the Laboratoire Charles Coulomb, France. He is developing his skills around bio-based compounds with a physical-chemistry approach. His PhD and Post-doc research are dedicated to the understanding of mechanisms allowing thickening of an aqueous composition, by the interfacial behavior of an industrial protein extract (PhD thesis) and by the self-assembly of a biosurfactant.
for the production of a portfolio of novel glycolipid biosurfactants. She subsequently embarked on the quest to develop sustainable, scalable and efficient production processes (fermentation and purification) for these novel compounds.
Dr ir. Sophie Roelants is Innovation Manager Biosurfactants and has worked on microbial biosurfactants for over 12 years. She managed(s)/coordinated several projects on the development of microbial strains, fermentation- and purification processes and application research for (new-to-nature) biosurfactants. She holds a degree in Bio Science Engineering (Ghent University, 2007) and a PhD in Applied Biological Sciences (Ghent University, 2013). Sophie and her team have developed a battery of yeast strains derived from the non-conventional yeast
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Snippet Chemical surfactants are omnipresent in consumer products, but they are the subject of environmental concerns. For this reason, the complete replacement of...
Chemical surfactants are omnipresent in consumers' products but they suffer from environmental concerns. For this reason, complete replacement of petrochemical...
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SubjectTerms adhesion
adsorption
air
Biological Physics
Biosurfactants
Biotechnology
Cellobiose
Chemical Sciences
Condensed Matter
Consumer products
electrolytes
Emulsions
encapsulation
Foaming
Green chemistry
Interfaces
Interfacial properties
Life Sciences
Lipids
liquids
Macromolecules
Material chemistry
Microorganisms
Modelling
Molecular modelling
Nanoparticles
or physical chemistry
Organic chemistry
Petrochemicals
Physics
Polyelectrolytes
Polymers
Rhamnolipids
Self-assembly
Soft Condensed Matter
sophorolipids
Surfactants
Surfactin
Theoretical and
Title Self-assembly, interfacial properties, interactions with macromolecules and molecular modelling and simulation of microbial bio-based amphiphiles (biosurfactants). A tutorial review
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Volume 23
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