Spontaneous Formation of Biocompatible Vesicles in Aqueous Mixtures of Amino Acid‐Based Cationic Surfactants and SDS/SDBS

Shome, Anshupriya; Kar, Tanmoy; Das, Prasanta Kumar

doi:10.1002/cphc.201000708

Cited by 21 publications

(17 citation statements)

References 65 publications

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“…We found that with increasing amount of SDS (0–10 mM) in 2 mM CTAB solution, the KE catalytic activity is reduced. Indeed, in the presence of 2 mM CTAB and 10 mM SDS, the solution contains vesicles of diameters 150±30 nm (checked by DLS and TEM, comparable to reported literature; [40–42] Figures S15b and S17) and possess no KE catalytic activity (Figure S10). However, addition of cyt c enhanced KE catalytic activity by almost 250‐fold.…”

Section: Resultssupporting

confidence: 85%

“…After observing that cyt c can show superior KE catalysis, we were interested to study this phenomenon in bilayer membrane containing vesicular system. As before, we first measured the non‐specific catalytic activity of the catanionic vesicle composed of CTAB and SDS [40–42] . We found that with increasing amount of SDS (0–10 mM) in 2 mM CTAB solution, the KE catalytic activity is reduced.…”

Section: Resultsmentioning

confidence: 97%

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Superior Proton‐Transfer Catalytic Promiscuity of Cytochrome c in Self‐Organized Media

et al. 2020

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Evolutionarily elderly proteins commonly feature greater catalytic promiscuity. Cytochrome c is among the first set of proteins in evolution to have known prospects in electron transport and peroxidative properties. Here, we report that cyt c is also a proficient proton‐transfer catalyst and enhances the Kemp elimination (KE; model reaction to show proton transfer catalytic property) by ∼750‐fold on self‐organized systems like micelles and vesicles. The self‐organized systems mimic the mitochondrial environment in vitro for cyt c. Using an array of biophysical and biochemical mutational assays, both acid–base and redox mechanistic pathways have been explored. The histidine moiety close to hemin group (His18) is mainly responsible for proton abstraction to promote the concerted E2 pathway for KE catalysis when cyt c is in its oxidized form; this has also been confirmed by a H18A mutant of cyt c. However, the redox pathway is predominant under reducing conditions in the presence of dithiothreitol over the pH range 6–7.4. Interestingly, we found almost 750‐fold enhanced KE catalysis by cyt c compared to aqueous buffer. Overall, in addition to providing mechanistic insights, the data reveal an unprecedented catalytic property of cyt c that could be of high importance in an evolutionary perspective considering its role in delineating the phylogenic tree and also towards generating programmable designer biocatalysts.

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Section: Resultssupporting

confidence: 85%

Section: Resultsmentioning

confidence: 97%

Superior Proton‐Transfer Catalytic Promiscuity of Cytochrome c in Self‐Organized Media

et al. 2020

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“…In this regard, Shome et al reported the formation of bilayered vesicles by mixing amino acid-functionalized cationic surfactants (3a−c) with anionic surfactants such as sodium dodecylbenzenesulfonate (SDBS) and sodium dodecyl sulfate (SDS)). 43 Vesicular self-association was mainly guided by the HLB of both cationic and anionic surfactants. Considering the cargo-carrying ability of the vesicles, we tested its cytocompatibility, one of the prerequisites of a delivery vehicle.…”

Section: ■ Supramolecular Self-assemblies: Insight and Design Principlesmentioning

confidence: 99%

Tailor-Made Self-Assemblies from Functionalized Amphiphiles: Diversity and Applications

et al. 2018

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The objective of this feature article is to coalesce our recent advancements on different expressions of tailor-made supramolecular self-assemblies and to explore them as a function of molecular architecture. In the last decade, we have developed a library of elegant and simple functional amphiphilic small molecules, which have very interesting abilities to form diverse manifestations of supramolecular self-assemblies such as micelles, reverse micelles, vesicles, fibers, supramolecular gels, and so on. Each of the expressions of the self-aggregated structures has its individual prominence and finds important applications in the fields of chemistry, physics, biology, and others. In this feature article, the major emphasis is mostly on how to attain precise control over the development of various well-defined supramolecular self-assemblies through the judicious design of low-molecular-weight amphiphiles. By tuning only the functional moieties of the amphiphilic structure, diverse supramolecular architectures can be constructed with task-specific applications. We expect that this article will provide a general and conceptual demonstration of various approaches to the development of different functional supramolecular systems and their prospective applications in numerous domains.

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“…Typically, the source of spontaneous bilayer curvature includes compositional asymmetry, which stabilizes equal and opposite spontaneous monolayer curvatures, such as that obtained by mixing two different amphiphilic molecules. [1,21,24,[26][27][28] Symmetric (or monocomponent) bilayers have zero spontaneous curvature. Justifying the reason for vesiculation is more difficult.…”

Section: Introductionmentioning

confidence: 99%

Stability of Uni‐ and Multillamellar Spherical Vesicles

2011

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Lipid molecules in water form uni- or multilamellar vesicles in polydisperse form. Herein, we present energetic considerations for their equilibrium morphological organization. Our formulation provides elemental energy diagrams, which explain the polydispersity and account for the structural diversity. These energy diagrams describe the ranges of core radius (r(c)) and number of lamellae (N) that result in the formation of stable vesicles under specific conditions, thus providing prescriptions for the design of vesicles tailored for specific properties, including stability, cargo capacity, and resistance to deformation by osmotic stress. We deduced key design criteria as follows: 1) designing highly stable unilamellar vesicles requires low bending rigidity lipids and dimensions exceeding a few hundred nm in radii; 2) very large unilamellar vesicles (r(c)>several tens of microns) are not stable for typical lipids; lipids with higher bending rigidity are required; 3) the distribution of the stable size of vesicles is proportional to the bending rigidity; 4) for the case of multilamellar vesicles, vesicles with more than a few hundred layers usually exhibit greater structural integrity than those with lower degrees of lamellarity, especially when the core radii are small (<100 nm); 5) for osmotically stressed vesicles, the energy contributed by even a small concentration gradient (>mM) is the most dominant factor in the free energy, suggesting active response by vesicles (e.g., poration) to release osmotic stress; and 6) vesicles with a core radius of a few hundred nm and more than hundred lamellae are more resistant to deformation by osmotic stress, thus making them more suited to applications involving osmotic pressure gradients, such as in drug delivery.

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Spontaneous Formation of Biocompatible Vesicles in Aqueous Mixtures of Amino Acid‐Based Cationic Surfactants and SDS/SDBS

Cited by 21 publications

References 65 publications

Superior Proton‐Transfer Catalytic Promiscuity of Cytochrome c in Self‐Organized Media

Superior Proton‐Transfer Catalytic Promiscuity of Cytochrome c in Self‐Organized Media

Tailor-Made Self-Assemblies from Functionalized Amphiphiles: Diversity and Applications

Stability of Uni‐ and Multillamellar Spherical Vesicles

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