A Molecular Necklace: Threading β‐Cyclodextrins onto Polymers Derived from Bile Acids

Jia, Yong‐Guang; Malveau, Cédric; Mezour, Mohamed A.; Perepichka, Dmitrii F.; Zhu, Xiaoxia

doi:10.1002/ange.201605090

Cited by 19 publications

(19 citation statements)

References 52 publications

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“…PEG-dicarbonate was prepared as previously reported. 15 Pyridine and 4-nitrophenyl chloroformate were purchased from J&K (Beijing, China). Phosphate-buffered saline (PBS) was prepared from Gibco (Thermo Fisher Scientific, USA).…”

Section: Methodsmentioning

confidence: 99%

Mechanical and Optical Properties of Reinforced Collagen Membranes for Corneal Regeneration through Polyrotaxane Cross-Linking

Lei

Jia

Song

et al. 2019

ACS Appl. Bio Mater.

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Corneal transplantation is the widely accepted treatment to restore sight for corneal blindness. To date, because of the global donor cornea shortage, there is a need for alternatives to human donor corneas. Biocompatible collagen is an excellent candidate material for corneal repair in the view of biomimetics. Herein a class of polyrotaxane multiple aldehyde (PRA) crosslinkers based on the host−guest supramolecules of α-cyclodextrins and poly(ethylene glycol) is prepared to cross-link with collagen to fabricate materials for corneal repair. Aldehyde groups from rotaxanes and α-cyclodextrin units can synergistically improve the mechanical and optical properties of PRA cross-linked collagen membranes (Col-PRAs). Compared with counterparts cross-linked by traditional a cross-linker of 1-ethyl-3-(3-(dimethylamino)propyl) carbodiimide and N-hydroxy-succinimide, Col-PRAs have better mechanical properties, especially suture resistance as well as optical properties. In vivo lamellar keratoplasty results indicate that Col-PRAs not only can bear tight suturing on a rabbit cornea but also are prone to the remodeling of the epithelium and stroma of the cornea due to the outstanding cell adhesion and proliferation. These novel Col-PRAs exhibit great potential for use in the corneal regeneration.

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Section: Methodsmentioning

confidence: 99%

Mechanical and Optical Properties of Reinforced Collagen Membranes for Corneal Regeneration through Polyrotaxane Cross-Linking

Lei

Jia

Song

et al. 2019

ACS Appl. Bio Mater.

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“…In this context, Zhu's research group has already enunciated a significant development on CAP design and synthesis. Starting from the end decades of last century, Zhu's group has been consistently working on different synthetic methods, [45,46] physicochemical behavior [47] and biomedical applications [48] of BAPs. In recent years, they have made great progress in synthesizing side chain CA-based pendant polymers.…”

Section: Design Trends Of Cholic 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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“…12 During the last decades, bile acids have been used as starting materials for the different macromolecular architectures, 13 and also utilized by researchers for the preparation of polymeric materials as a core, pendant or end group moieties via various well-known polymerization techniques. [14][15][16] Free-radical photo-polymerization technique has attracted interest in fields of material science and provides efficient and green route in order to achieve the complex macromolecular architectures including network and hyperbranch polymers, and block and graft copolymers as well under mild reaction conditions. [17][18][19][20][21] Materials which are produced by free-radical photo-polymerization generally comprise the all range covered by photo-polymers.…”

Section: Introductionmentioning

confidence: 99%

“…Cholic acid (CA) and chenodeoxy cholic acid (CDCA) are known as the primary bile acids, while the secondary bile acid derivatives are deoxycholic (DCA) and LCA 12 . During the last decades, bile acids have been used as starting materials for the different macromolecular architectures, 13 and also utilized by researchers for the preparation of polymeric materials as a core, pendant or end group moieties via various well‐known polymerization techniques 14‐16 …”

Section: Introductionmentioning

confidence: 99%

Synthesis of new bio‐based hydrogels derived from bile acids by free‐radical photo‐polymerization

Karabulut

Mert

Altınkök

et al. 2020

Polymers for Advanced Techs

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In this article, the study on the swelling and thermal behaviors of a new series of bile acid-based polymeric hydrogels is reported. For this purpose, in the first step, the reduction of carboxyl acid groups of some common bile acids including cholic acid (CA), chenodeoxy cholic acid (CDCA), and lithocholic acid (LCA) to the corresponding alcohols by lithium aluminum hydride (LiAlH 4) in THF solution is performed. Then, hydroxyl functionalities of the obtained products are reacted with the acryloyl chloride in the presence of triethylamine (TEA). Finally, the cross-linking reactions between acryloyl functionalized bile acids and methoxy poly(ethylene glycol) monomethacrylate (MPEGMA) are conducted by free-radical photo-polymerization technique at λ = 350 nm in the presence of 2,2-Dimethoxy-2-phenylacetophenone (DMPA) as an initiator to achieve the desired bile acid-based polymeric hydrogels. The resulting hydrogels and their intermediates are characterized by Fourier transform infrared (FT-IR) and Proton nuclear magnetic resonance (1 H-NMR) spectroscopies. The swelling and thermal behavior of the obtained hydrogels indicates that the hydrogel starting from cholic acid is more swellable and has enhanced thermostability compared to others. Thus, the results of this study offer beneficial insights to researchers working in particularly bio-medical industry.

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A Molecular Necklace: Threading β‐Cyclodextrins onto Polymers Derived from Bile Acids

Cited by 19 publications

References 52 publications

Mechanical and Optical Properties of Reinforced Collagen Membranes for Corneal Regeneration through Polyrotaxane Cross-Linking

Mechanical and Optical Properties of Reinforced Collagen Membranes for Corneal Regeneration through Polyrotaxane Cross-Linking

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

Synthesis of new bio‐based hydrogels derived from bile acids by free‐radical photo‐polymerization

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