Heparosan as a potential alternative to hyaluronic acid for the design of biopolymer-based nanovectors for anticancer therapy

Rippe, Marlène; Stefanello, Talitha Fernandes; Kaplum, Vanessa; Britta, Elizandra Aparecida; Garcia, Francielle P.; Poirot, Robin; Companhoni, Mychelle Vianna Pereira; Nakamura, Celso Vataru; Szarpak‐Jankowska, Anna; Auzély‐Velty, Rachel

doi:10.1039/c9bm00443b

Cited by 22 publications

(21 citation statements)

References 56 publications

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“…Taking advantage of these alkene groups, a thermoresponsive ethylene glycol‐based copolymer was grafted on the backbone via thiol–ene chemistry. Temperature‐induced self‐assembly of the resulting polymers led to the formation of nanogels that were covalently stabilized with a bifunctional thiol linker via subsequent reaction with remaining alkenes of the shell‐forming polysaccharide …”

Section: Click Chemistry For Functionalization Of Reactive Particlesmentioning

confidence: 99%

Reactive Precursor Particles as Synthetic Platform for the Generation of Functional Nanoparticles, Nanogels, and Microgels

Gruber

Navarro

Klinger

2019

Adv Materials Inter

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Precise control of the chemical functionality of polymer nanoparticles is a key requirement in tailoring their (dynamic) colloidal properties toward advanced applications. However, current synthetic techniques are still limited in the versatility of chemical design and preparation of such functional colloidal nanomaterials. Two major challenges remain: First, various particle preparation methods are restricted in their functional group tolerance, thus hindering certain combinations of polymer backbones with specific functional groups. Second, the preparation of particles with different functionalities requires the synthesis of different particle batches. But this often results in a simultaneous variation of colloidal features. As a result, the accurate determination of important structure–property relations is still hindered. To address these restrictions, postmodification of preformed reactive particles is gaining more attention. This technique has evolved from polymer synthesis, where postpolymerization functionalization enables the introduction of a plethora of functional groups without changing the degree of polymerization and the molecular weight distribution. Similarly, modifying precursor particles enables the introduction of functional groups into particles while reducing variations in colloidal features, e.g., particle size and size distribution. This powerful synthetic method complements established procedures for functionalization of particle surfaces, thereby enabling the facile preparation of (multi‐)functional particle libraries, which will allow precise investigations of structure–property relations.

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Section: Click Chemistry For Functionalization Of Reactive Particlesmentioning

confidence: 99%

Reactive Precursor Particles as Synthetic Platform for the Generation of Functional Nanoparticles, Nanogels, and Microgels

Gruber

Navarro

Klinger

2019

Adv Materials Inter

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“…Furthermore, modification of this group with linkers containing another functional group has also been done. The reaction of HA with pentenoic anhydride allows the introduction of alkene groups, which can subsequently react with a thiol-containing polymer via a radical thiol-ene reaction [48,49]. Another strategy consists in adding a linker containing 2-bromo-2-methyl propionic acid that acts as an initiator for atom transfer radical polymerization (ATRP), through the “grafting from” strategy [40].…”

Section: Synthetic Strategies For the Design Of Ha-based Nanocarrimentioning

confidence: 99%

“…By varying the copolymer composition and molar mass, the CAT of the HA-copolymer derivative can be precisely tuned to obtain nanogels at the body temperature. Based on this, the group of Auzely-Velty et al has synthesized a large variety of thermoresponsive HA based-nanogels [20,42,43,48,49].…”

Section: Nanocarriers Based On Ha-polymers Conjugates: Biomedical mentioning

confidence: 99%

“…Shell-crosslinked nanogels were also developed from HA-poly(DEGMA-co-BMA) possessing a CAT around 20 °C [49]. These soft nanocarriers were prepared in a very straightforward way using thiol-ene chemistry allowing (i) the coupling of the thiol-end functionalized copolymer with the polysaccharide modified with pentenoate groups and, (ii) the subsequent crosslinking of the shell-forming polysaccharide by reaction of a bi-functional thiol reagent with the remaining alkene groups (Figure 2).…”

Section: Nanocarriers Based On Ha-polymers Conjugates: Biomedical mentioning

confidence: 99%

“…As it can be seen throughout this review, HA-based polymeric nanocarriers are an attractive system for biomedical applications, mainly anticancer therapy due to recognition of HA by CD44, which allows active targeting towards certain tumor cells. However, several in vivo studies showed that HA-based polymeric nanocarriers can also accumulate in the liver [20,46,49,52]. There are two possible explanations for this accumulation: the interaction of HA with the hyaluronan receptor for endocytosis (HARE) expressed by liver sinusoidal endothelial cells and the cellular uptake by phagocytic cells of the reticuloendothelial system [71].…”

Section: Ha-based Polymeric Nanocarriers: Challenges and Future Prmentioning

confidence: 99%

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Design of Soft Nanocarriers Combining Hyaluronic Acid with Another Functional Polymer for Cancer Therapy and Other Biomedical Applications

2019

Self Cite

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The rapid advancement in medicine requires the search for new drugs, but also for new carrier systems for more efficient and targeted delivery of the bioactive molecules. Among the latter, polymeric nanocarriers have an increasingly growing potential for clinical applications due to their unique physical and chemical characteristics. In this regard, nanosystems based on hyaluronic acid (HA), a polysaccharide which is ubiquitous in the body, have attracted particular interest because of the biocompatibility, biodegradability and nonimmunogenic property provided by HA. Furthermore, the fact that hyaluronic acid can be recognized by cell surface receptors in tumor cells, makes it an ideal candidate for the targeted delivery of anticancer drugs. In this review, we compile a comprehensive overview of the different types of soft nanocarriers based on HA conjugated or complexed with another polymer: micelles, nanoparticles, nanogels and polymersomes. Emphasis is made on the properties of the polymers used as well as the synthetic approaches for obtaining the different HA-polymer systems. Fabrication, characterization and potential biomedical applications of the nanocarriers will also be described.

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Heparosan biosynthesis in recombinant Bacillus megaterium: Influence of N‐acetylglucosamine supplementation and kinetic modeling

Nehru,

Balakrishnan,

Swaminathan

et al. 2024

Biotech and App Biochem

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Heparosan, an unsulfated polysaccharide, plays a pivotal role as a primary precursor in the biosynthesis of heparin—an influential anticoagulant with diverse therapeutic applications. To enhance heparosan production, the utilization of metabolic engineering in nonpathogenic microbial strains is emerging as a secure and promising strategy. In the investigation of heparosan production by recombinant Bacillus megaterium, a kinetic modeling approach was employed to explore the impact of initial substrate concentration and the supplementation of precursor sugars. The adapted logistic model was utilized to thoroughly analyze three vital parameters: the B. megaterium growth dynamics, sucrose utilization, and heparosan formation. It was noted that at an initial sucrose concentration of 30 g L−1 (S1), it caused an inhibitory effect on both cell growth and substrate utilization. Intriguingly, the inclusion of N‐acetylglucosamine (S2) resulted in a significant 1.6‐fold enhancement in heparosan concentration. In addressing the complexities of the dual substrate system involving S1 and S2, a multi‐substrate kinetic models, specifically the double Andrew's model was employed. This approach not only delved into the intricacies of dual substrate kinetics but also effectively described the relationships among the primary state variables. Consequently, these models not only provide a nuanced understanding of the system's behavior but also serve as a roadmap for optimizing the design and management of the heparosan production method.

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Heparosan as a potential alternative to hyaluronic acid for the design of biopolymer-based nanovectors for anticancer therapy

Abstract: Nanogels based on heparosan, which has a chemical structure very similar to hyaluronic acid, accumulate more efficiently at the tumor site.

Cited by 22 publications

References 56 publications

Reactive Precursor Particles as Synthetic Platform for the Generation of Functional Nanoparticles, Nanogels, and Microgels

Reactive Precursor Particles as Synthetic Platform for the Generation of Functional Nanoparticles, Nanogels, and Microgels

Design of Soft Nanocarriers Combining Hyaluronic Acid with Another Functional Polymer for Cancer Therapy and Other Biomedical Applications

Heparosan biosynthesis in recombinant Bacillus megaterium: Influence of N‐acetylglucosamine supplementation and kinetic modeling

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