Cholate Conjugated Polymeric Amphiphiles as Efficient Artificial Ionophores

Sahoo, Subhasish; Shah, Muhammad Raza; De, Priyadarsi; Tecilla, Paolo

doi:10.1021/acsapm.0c01182

Cited by 10 publications

(13 citation statements)

References 23 publications

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“…Bile acids are amphiphilic molecules, synthesized from cholesterol, and play a pivotal role in regulating the levels of cholesterol in the human body. Among the range of bile acids, we have chosen cholic acid (CA) as a model compound as it has shown immense impact in the biomedical field because of its typical amphiphilic structure, chiral nature, high biocompatibility, therapeutic implication, and specifically its capability to readily undergo self-assembly in various solvents. , U.S. Food and Drug Administration approved CA for the treatment of bile acid synthesis disorders as well as various other metabolic disorders . Most recently, Majid et al have explored the therapeutic potential of CA in the protein aggregation field.…”

Section: Introductionmentioning

confidence: 99%

Modulating Insulin Aggregation with Charge Variable Cholic Acid-Derived Polymers

et al. 2021

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To understand the effect of cholic acid (CA)-based charge variable polymeric architectures on modulating the insulin aggregation process, herein, we have designed side-chain cholate-containing charge variable polymers. Three different types of copolymers from 2-(methacryloyloxy)ethyl cholate with anionic or cationic or neutral units have been synthesized by reversible addition-fragmentation chain transfer polymerization. The effects of these copolymers on the insulin fibrillation process was studied by multiple biophysical approaches including different types of spectroscopic and microscopic analyses. Interestingly, the CA-based cationic polymer (CP-10) was observed to inhibit the insulin fibrillation process in a dose-dependent manner and to act as an effective anti-amyloidogenic agent. Corresponding anionic (AP-10) and neutral (NP-10) copolymers with cholate pendants remained insignificant in controlling the aggregation process. Tyrosine fluorescence assays and Nile red fluorescence measurements demonstrate the role of hydrophobic interaction to explain the inhibitory potencies of CP-10. Furthermore, circular dichroism spectroscopic measurements were carried out to explore the secondary structural changes of insulin fibrils in the presence of cationic polymers with and without cholate moieties. Isothermal titration calorimetry measurements revealed the involvement of electrostatic polar interaction between the CA-based cationic polymer and insulin at different stages of fibrillation. Overall, this work demonstrates the efficacy of the CA-based cationic polymer in controlling the insulin aggregation process and provides a novel dimension to the studies on protein aggregation.

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Section: Introductionmentioning

confidence: 99%

Modulating Insulin Aggregation with Charge Variable Cholic Acid-Derived Polymers

et al. 2021

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“…Among different types of CRP techniques, our research group has followed RAFT polymerization technique for the precise synthesis of well-tailored BAPs. [27,28] In this review article, we will mainly illustrate the CRP synthesized polymers as it is the most widely employed for biological applications, and one of the principal methods for diverse BAP production in recent times.…”

Section: Synthetic Methods Of Bile Acid-based Polymersmentioning

confidence: 99%

Recent Progress in Macromolecular Design and Synthesis of Bile Acid‐Based Polymeric Architectures

Sahoo

Ghosh

Khan

et al. 2021

Macro Chemistry & Physics

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Macromolecular engineering presents a pleasant tactic for planning the construction of desired molecular architectures from nano to macro configurations. The mechanistic pathways and synthetic features of macromolecular designs mostly rely on the precursor composition, topology, functionality, and complexity in architectures. Specifically, macromolecular design with biomolecular conjugation has attracted remarkable attention due to its typical biochemical and physiological affirmative traits. In this review article, it is intended to highlight the major progress on the macromolecular designs and synthesis of polymers comprising bile acid (BA) as the biomolecular colleague. BAs are steroidal biocomposites, produced through cholesterol metabolism in the bile of mammals and vertebrates. They are low priced, biocompatible, abundant, trivially toxic, and structurally unique for facewise amphiphilicity, which make them suitable for designing BA-based polymers (BAPs) to be utilized in biomedical fields. The major aim of this review article is to summarize the recent progress (2015-present) on the requisite necessity of BA in BAPs toward design and synthetic avenues. In particular, the design of various polymers with primary and secondary BAs at side chain, main chain, chain end, crosslinking zone, and core confined area are illustrated in this review article via numerous reported methods.

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“…Chen has published a communication based on CA-polyconjugates and ascribed that the as-synthesized poly(choloyl) aggregates formed pores and responded efficiently in Na + influx for ion transport . Many other literature reports also showed the ionophoric behavior of oligo or polymeric CA derivatives. , Very recently, Sahoo and co-workers explored the efficient ion transport activity of CA-conjugated amphiphilic polymers . This report addressed the fact that CA- and polyethylene glycol methyl ether methacrylate (PEGMA)-based polymeric amphiphiles can form large pores in the phospholipid membrane layer inducing leakage of ions and large polar molecules.…”

Section: General Physiognomies Of Cholic Acid-based Polymersmentioning

confidence: 99%

Recent Advances in Biomedical Applications of Cholic Acid-Based Macromolecules

Sahoo

Ghosh

Banerjee

et al. 2021

ACS Appl. Polym. Mater.

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In recent decades, polymeric materials have been extensively investigated for their widespread therapeutic applications in various biomedical fields. In particular, biomolecule conjugated polymers continue to draw attention due to their distinctive physicochemical and biological properties. By appending biomolecules on polymeric constructs, these synthetic macromolecules can be strategized as multimotive theranostic agents. In this Review, we intend to spotlight the biomedical applications of polymeric materials containing cholic acid (CA) as the biomolecular counterpart. CA is the most abundantly produced bile acid during cholesterol metabolism in the human body and is also the least expensive one. The fascinating properties such as inimitable facial amphiphilicity, convenient bioavailability, trivial cytotoxicity, and excellent biocompatibility make CA unique to design numerous cholic acid-based polymers (CAPs) in the diverse areas of biomedical research. The primary focus of this Review is to highlight the recent achievements (2011−present) on the obligatory role of the CA moiety in CAPs in these biomedical applications. Especially the therapeutic applications which include drug delivery, gene transfection, antimicrobial activity, bioimaging and diagnosis, wound healing, and other miscellaneous bioapplications are highlighted in this Review.

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Cholate Conjugated Polymeric Amphiphiles as Efficient Artificial Ionophores

Cited by 10 publications

References 23 publications

Modulating Insulin Aggregation with Charge Variable Cholic Acid-Derived Polymers

Modulating Insulin Aggregation with Charge Variable Cholic Acid-Derived Polymers

Recent Progress in Macromolecular Design and Synthesis of Bile Acid‐Based Polymeric Architectures

Recent Advances in Biomedical Applications of Cholic Acid-Based Macromolecules

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