Versatile Solid-State Medical Superglue Precursors of α-Lipoic Acid DOI
Subhajit Pal,

Salzman Ew,

Dominic Ramirez

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: April 10, 2025

α-Lipoic acid (αLA) is an attractive building block for medical adhesives. However, due to poor water solubility of αLA and high hydrophobicity poly(αLA), elevated temperatures, organic solvents, or complex preparations are typically required obtain deliver αLA-based adhesives biological tissue. Here, we report powder low-viscosity liquid superglues that polymerize bond rapidly upon contact with wet A monomeric mixture αLA, sodium lipoate, activated ester lipoic was used formulate the versatile Stress-strain measurements confirmed flexibility adhesive. Moreover, a small molecule regenerative drug successfully incorporated into released from adhesive without altering physical properties. In vitro in vivo studies developed their cell tissue compatibility, biodegradability, potential sustained delivery. inherent ionic nature adhesives, they demonstrated electric conductivity sensitivity deformation, allowing development tissue-adherent strain sensor.

Language: Английский

Polymeric Nanoparticles for Drug Delivery DOI
Maximilian A. Beach,

Umeka Nayanathara,

Yanting Gao

et al.

Chemical Reviews, Journal Year: 2024, Volume and Issue: 124(9), P. 5505 - 5616

Published: April 16, 2024

The recent emergence of nanomedicine has revolutionized the therapeutic landscape and necessitated creation more sophisticated drug delivery systems. Polymeric nanoparticles sit at forefront numerous promising designs, due to their unmatched control over physiochemical properties such as size, shape, architecture, charge, surface functionality. Furthermore, polymeric have ability navigate various biological barriers precisely target specific sites within body, encapsulate a diverse range cargo efficiently release this in response internal external stimuli. However, despite these remarkable advantages, presence wider clinical application is minimal. This review will provide comprehensive understanding vehicles. affecting be outlined first, followed by description nanoparticle designs preparation methods, beginning with polymers on which they are based. meticulously explore current performance against myriad diseases including cancer, viral bacterial infections, before finally evaluating advantages crucial challenges that determine potential decades come.

Language: Английский

Citations

236

Bulk Depolymerization of Methacrylate Polymers via Pendent Group Activation DOI
Rhys W. Hughes, Megan E. Lott, Isabella S. Zastrow

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(9), P. 6217 - 6224

Published: Feb. 21, 2024

In this study, we present an efficient approach for the depolymerization of poly(methyl methacrylate) (PMMA) copolymers synthesized via conventional radical polymerization. By incorporating low mol % phthalimide ester-containing monomers during polymerization process, colorless and transparent polymers closely resembling unfunctionalized PMMA are obtained, which can achieve >95% reversion to methyl methacrylate (MMA). Notably, our catalyst-free bulk method exhibits exceptional efficiency, even high-molecular-weight polymers, including ultrahigh-molecular-weight (10

Language: Английский

Citations

36

Recyclable surgical, consumer, and industrial adhesives of poly(α-lipoic acid) DOI
Subhajit Pal,

Jisoo Shin,

Kelsey G. DeFrates

et al.

Science, Journal Year: 2024, Volume and Issue: 385(6711), P. 877 - 883

Published: Aug. 22, 2024

Polymer adhesives play an important role in many medical, consumer, and industrial products. Polymers of α-lipoic acid (αLA) have the potential to fulfill need for versatile environmentally friendly adhesives, but their performance is plagued by spontaneous depolymerization. We report a family stabilized αLA polymer that can be tailored variety medical or nonmedical uses sustainably sourced recycled closed-loop manner. Minor changes monomer composition afforded pressure-sensitive adhesive functions well dry wet conditions, as structural with strength equivalent conventional epoxies. surgical superglue successfully sealed murine amniotic sac ruptures, increasing fetal survival from 0 100%.

Language: Английский

Citations

35

Defining Reactivity–Deconstructability Relationships for Copolymerizations Involving Cleavable Comonomer Additives DOI

David Lundberg,

Kwangwook Ko, Landon J. Kilgallon

et al.

ACS Macro Letters, Journal Year: 2024, Volume and Issue: 13(5), P. 521 - 527

Published: April 16, 2024

The incorporation of cleavable comonomers as additives into polymers can imbue traditional with controlled deconstructability and expanded end-of-life options. efficiency which comonomer (CCAs) enable deconstruction is sensitive to their local distribution within a copolymer backbone, dictated by copolymerization behavior. While qualitative heuristics exist that describe deconstructability, comprehensive quantitative connections between CCA loadings, reactivity ratios, polymerization mechanisms, reactions on the copolymers containing CCAs have not been established. Here, we broadly define these relationships using stochastic simulations characterizing various mechanisms (e.g., coltrolled/living, free-radical, reversible ring-opening polymerizations), ratio pairs (spanning 2 orders magnitude 0.01 100), loadings (2.5% 20%), sequence-dependent behavior). We show general agreement simulated experimentally observed fragment sizes from literature, demonstrating predictive power methods used herein. These results will guide development more efficient inform formulation deconstructable materials.

Language: Английский

Citations

17

Versatile and Controlled Synthesis of Degradable, Water-Soluble Bottlebrush Polymers with Poly(disulfide) Backbones Derived from α-Lipoic Acid DOI Creative Commons
Ivan O. Levkovskyi, Lucca Trachsel, Hironobu Murata

et al.

ACS Macro Letters, Journal Year: 2025, Volume and Issue: unknown, P. 207 - 213

Published: Feb. 3, 2025

Bottlebrush (BB) polymers, with their densely grafted side chains and unique architecture, are highly advantageous for drug delivery due to high functional group density conjugation, unimolecular nature, enhanced biodistribution properties. These attributes enable extended blood circulation half-life, improved tumor tissue penetration, tumoral accumulation. However, the typically nondegradable, all-carbon backbones of most BB polymers limit suitability applications requiring controlled clearance biodegradability. To address this, we developed degradable poly(disulfide) synthesized via reversible addition–fragmentation chain transfer (RAFT) copolymerization α-lipoic acid (LA), a renewable readily available compound, acrylate-based inimers. copolymers feature initiating sites subsequent synthesis. Using an atom radical polymerization (ATRP) grafting-from methodology, relatively low dispersities (Đ = 1.30–1.53), backbone degrees (DPbb), molar masses (Mn,MALS 650–2700 kg/mol). The easily cleavable disulfide bonds enabled degradation under mild reducing conditions. Beyond hydrophilic tri(ethylene glycol) methyl ether acrylate (TEGA) chains, cationic, anionic, zwitterionic demonstrating broad monomer compatibility. This scalable approach produces water-soluble, tunable architectures predictable molecular weights. By addressing need degradability in this work advances potential delivery, offering functionality, biocompatibility, sustainability.

Language: Английский

Citations

3

Design of depolymerizable polymers toward a circular economy DOI Creative Commons
Julian F. Highmoore, Lasith S. Kariyawasam, Scott R. Trenor

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(5), P. 2384 - 2420

Published: Jan. 1, 2024

While our society is facing the challenge of accumulating plastic waste, this review discusses recent advances towards polymer circularity with an emphasis on manipulations monomer–polymer equilibrium to create chemically recyclable polymers.

Language: Английский

Citations

16

Quantitative, Regiospecific, and Stereoselective Radical Ring-Opening Polymerization of Monosaccharide Cyclic Ketene Acetals DOI

Na‐Chuan Jiang,

Zefeng Zhou, Jia Niu

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(8), P. 5056 - 5062

Published: Feb. 12, 2024

Cyclic ketene acetals (CKAs) are among the most well-studied monomers for radical ring-opening polymerization (rROP). However, ring-retaining side reactions and low reactivities in homopolymerization copolymerization remain significant challenges existing CKAs. Here, we report that a class of monosaccharide CKAs can be facilely prepared from short scalable synthetic route undergo quantitative, regiospecific, stereoselective rROP. NMR analyses degradation experiments revealed reaction mechanism involving propagating at C2 position pyranose with different monosaccharides exhibiting distinct stereoselectivity addition monomer. Furthermore, maleimide was found to improve incorporation efficiency CKA vinyl produced unique degradable terpolymers carbohydrate motifs polymer backbone.

Language: Английский

Citations

11

Biological applications of lipoic acid-based polymers: an old material with new promise DOI
Qing Yu,

Zhiyue Fang,

Shifang Luan

et al.

Journal of Materials Chemistry B, Journal Year: 2024, Volume and Issue: 12(19), P. 4574 - 4583

Published: Jan. 1, 2024

Lipoic acid (LA) is a versatile antioxidant that has been used in the treatment of various oxidation-reduction diseases over past 70 years. Owing to its large five-membered ring tension, dynamic disulfide bond LA highly active, enabling formation poly(lipoic acid) (PLA) via ring-opening polymerization (ROP). Herein, we first summarize disulfide-mediated ROP strategies, providing basic routes for designing and preparing PLA-based materials. PLA, as biologically derived, low toxic, easily modified material, possesses bonds universal non-covalent carboxyl groups. We also shed light on biomedical applications materials based their biological structural features further divide recent works into six categories: antibacterial, anti-inflammation, anticancer, adhesive, flexible electronics, 3D-printed tissue scaffolds. Finally, challenges future prospects associated with PLA are discussed.

Language: Английский

Citations

10

From health supplement to versatile monomer: Radical ring-opening polymerization and depolymerization of α-lipoic acid DOI
Kaitlin R. Albanese, Javier Read de Alaniz, Craig J. Hawker

et al.

Polymer, Journal Year: 2024, Volume and Issue: 304, P. 127167 - 127167

Published: May 11, 2024

Language: Английский

Citations

10

Photoiniferter Polymerization: Illuminating the History, Ascendency, and Renaissance DOI
Rhys W. Hughes, Megan E. Lott,

Rebecca A. Olson S

et al.

Progress in Polymer Science, Journal Year: 2024, Volume and Issue: 156, P. 101871 - 101871

Published: Aug. 22, 2024

Language: Английский

Citations

10