Unprecedented formation of reverse micellar vesicles from psuedopeptidic bottlebrush polymers

Dhawan, Sameer; Singh, Hanuman; Ghosh, Sukanya; Khokhar, Vaishali; Pandey, Siddharth; Banerjee, Manidipa; Haridas, V.

doi:10.1039/d0cc01717e

Cited by 10 publications

(20 citation statements)

References 26 publications

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“…Ultramicroscopic studies suggested a concentration-dependent assembly with the initial formation of a sheet at low concentration, which eventually bent and mustered to form vesicles at higher concentration. 38 ■ SELF-ASSEMBLING DESIGNER PSEUDOPEPTIDES…”

Section: Researchmentioning

confidence: 99%

“…In a totally different approach, self-assembling pseudopeptidic bottlebrush polymers were designed and synthesized. 38 The lipidated amino acid derivatives of the exonorbornene scaffold were polymerized using ring-opening metathesis polymerization (ROMP) by a Grubbs second-generation Ru catalyst to obtain self-assembling bottlebrush polymers. These polymers selfassembled to reverse micellar vesicles in which molecules are arranged like reverse micelles with dimensions similar to those of vesicles.…”

Section: For Vesicular Assemblymentioning

confidence: 99%

“…Recently, we designed pseudopeptidic polymers that were shown to self-assemble to form polymersomes. , Amino acid derivatives appended to an exo -norbornene scaffold were polymerized using a Grubbs second-generation ruthenium catalyst to obtain polymers with bottlebrush architecture. These polymers readily self-assembled in solution to form polymersomes.…”

Section: Mechanism Of Vesiculationmentioning

confidence: 99%

“…Mechanistic studies using microscopic imaging unfolded a different mechanism of vesicle formation. Ultramicroscopic studies suggested a concentration-dependent assembly with the initial formation of a sheet at low concentration, which eventually bent and mustered to form vesicles at higher concentration …”

Section: Mechanism Of Vesiculationmentioning

confidence: 99%

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Tailoring of Peptide Vesicles: A Bottom-Up Chemical Approach

Haridas

2021

Acc. Chem. Res.

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Conspectus Spherical ordering from small molecules is a subject of intense interest to chemists. The inherent capability of amphiphiles to assemble spontaneously is the unique feature of the evolutionary process of life. Self-assembly is prevalent in biology and has attracted the interest of scientists across several disciplines. This is because scientists have realized that nature has extensively used this inherent organizational power contained in the molecules. Judicious use of the self-assembly principle is the cornerstone of nature’s exotic assemblies. These exotic assemblies lead to unimaginable functions in biology that might not have been predicted from the monomer building blocks alone. Recently, a number of chemical systems that self-assemble in aqueous or organic solvents to form vesicles were reported. This account provides advances made from our laboratory toward designing and understanding the mechanism of formation of spherical vesicular assembly. A bottom-up approach for the de novo design of vesicles using nonlipidated molecular architecture will be a paradigm shift in vesicular research. Vesicles act as a protocell model for studying the origin and evolution of cellular life. They could also act as excellent model systems for studying the fusion of cells and membrane transport. Self-assembled vesicles have enormous potential for several applications such as drug and biomolecule delivery to cells and in materials science. These aspects along with the dynamic nature of vesicular assembly have attracted researchers to the study of spherical assemblies. The common belief was that the molecules that form vesicles must have one polar head and two hydrophobic tails. All attempts to synthesize vesicles are by mimicking nature’s strategy, which mainly involves the self-assembly of lipid amphiphiles through a bilayer-like arrangement. Pseudopeptide-based molecules with the ability to form vesicles have changed this long-standing notion. In addition to chemical and medical applications, these peptide vesicles could act as models for protocells, membrane fusion, and the study of the vesiculation mechanism. This Account highlights the progress made toward a heuristic approach to the de novo design of vesicles using pseudopeptides as building blocks. A large number of diverse classes of pseudopeptides showed vesicular assembly. Various acyclic and cyclic molecules were designed and synthesized that showed spherical vesicular assembly. Cystine-based macrocyclic peptides showed drug encapsulation and release. Polymersomes with unusual topology, self-assembling tripodal ligands, and molecules containing amino acids such as lysine, leucine, cystine, and serine were synthesized. The incorporation of a wide variety of amino acids in the vesicle-forming peptides could enhance their scope and applications. The mechanism of vesiculation was also investigated using these designer molecules.

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Section: Researchmentioning

confidence: 99%

Section: For Vesicular Assemblymentioning

confidence: 99%

Section: Mechanism Of Vesiculationmentioning

confidence: 99%

Section: Mechanism Of Vesiculationmentioning

confidence: 99%

See 2 more Smart Citations

Tailoring of Peptide Vesicles: A Bottom-Up Chemical Approach

Haridas

2021

Acc. Chem. Res.

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“…When the hydrophilic head is faced inside while the hydrophobic tails are projected outside, this arrangement refers to a reverse micelle, as shown in Scheme 2 [40,[69][70][71]. The inverse micelle can form a nanostructure or undergo self-assembly in non-aqueous solutions [72].…”

Section: Polymeric Inverse Micellementioning

confidence: 99%

A Review of Polymeric Micelles and Their Applications

2022

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Self-assembly of amphiphilic polymers with hydrophilic and hydrophobic units results in micelles (polymeric nanoparticles), where polymer concentrations are above critical micelle concentrations (CMCs). Recently, micelles with metal nanoparticles (MNPs) have been utilized in many bio-applications because of their excellent biocompatibility, pharmacokinetics, adhesion to biosurfaces, targetability, and longevity. The size of the micelles is in the range of 10 to 100 nm, and different shapes of micelles have been developed for applications. Micelles have been focused recently on bio-applications because of their unique properties, size, shape, and biocompatibility, which enhance drug loading and target release in a controlled manner. This review focused on how CMC has been calculated using various techniques. Further, micelle importance is explained briefly, different types and shapes of micelles are discussed, and further extensions for the application of micelles are addressed. In the summary and outlook, points that need focus in future research on micelles are discussed. This will help researchers in the development of micelles for different applications.

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