A facile approach to prepare hybrid nanoparticles with morphology controlled by the thickness of glyco-shell

Zhang, Weiyi; Chen, Guosong

doi:10.1016/j.cclet.2015.05.022

Cited by 3 publications

(2 citation statements)

References 19 publications

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“…The glycocalyx plays crucial and complex roles in cell–cell recognition, communication, and intercellular adhesion . Step by step, scientists have discovered that these functions are dependent not only on the chemical structure of the glycan chain end sugar units, but also on the physical properties of the polymeric glycan chain, e.g., chain length and rigidity. , Therefore, we believe self-assembled nanomaterials made by glycopolymers are one of the best nano-objects to study the glycocalyx through mimicking the properties of their glycans. More specifically, both the physical properties of the polymer chain and chemical structure of sugars can be tuned.…”

Section: Introductionmentioning

confidence: 99%

“Sweet” Architecture-Dependent Uptake of Glycocalyx-Mimicking Nanoparticles Based on Biodegradable Aliphatic Polyesters by Macrophages

Zhang

et al. 2017

J. Am. Chem. Soc.

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Glyconanoparticles made by self-assembled glycopolymers currently are practical and efficient mimics of the glycocalyx on cell surfaces. Considering the complexity of the glycocalyx, glyconanoparticles with different sugars on their coronas, i.e., mixed-shell glycomicelles, could be more valuable compared to homoshell micelles. In this paper, we explore the architectural effect of the glyconanoparticle corona on glyconanoparticle macrophage endocytosis and lectin-binding ability. A series of glyconanoparticles composed of a biodegradable polyester backbone functionalized with galactoside or mannoside pendants were designed and prepared. The different architectures explored were single-component (galactoside or mannoside) coronas, homogeneously mixed coronas (MG) made by galactoside-mannoside copolymer chains, and blend-mixed coronas (M/G) constructed from two homoglycopolymers. Nanoparticles with a mixed shell showed a higher efficiency in cellular uptake and lectin-binding than those with a single sugar component. Meanwhile, unexpectedly, MG presented a significantly higher efficiency than M/G, although they had the same particle size and ratio of mannoside to galactoside. We attributed this apparent architectural effect to the difference in the phase behavior between MG and M/G; i.e., the former having a homogeneous corona allowed more sugar-receptor interactions in the contact region, while the latter having phase separation limited the simultaneous interaction of the two kinds of sugar units with the cell receptors.

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Section: Introductionmentioning

confidence: 99%

“Sweet” Architecture-Dependent Uptake of Glycocalyx-Mimicking Nanoparticles Based on Biodegradable Aliphatic Polyesters by Macrophages

Zhang

et al. 2017

J. Am. Chem. Soc.

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“…Recently, glycopolymers have been examined as a hydrophilic segment of amphiphilic block copolymers for DDS applications . Thanks to the recent development of a controlled radical polymerization (CRP) technique, various block vinyl glycopolymers having hydrophobic, hydrophilic, cationic, thermosensitive, and other functional segments have been synthesized by a chain extension strategy in atom transfer radical polymerization (ATRP) and reversible addition and fragmentation chain transfer (RAFT) polymerization . For example, Su et al synthesized polystyrene‐ b ‐poly(4‐(α‐ d ‐mannopyranosyloxymethyl)styrene) via RAFT polymerization, followed by the deprotection of the carbohydrate moieties .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of amphiphilic block copolymer consisting of glycopolymer and poly(l‐lactide) and preparation of sugar‐coated polymer aggregates

Obata

Otobuchi

Kuroyanagi

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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The block glycopolymer, poly(2-(a-D-mannopyranosyloxy)ethyl methacrylate)-b-poly(L-lactide) (PManEMA-b-PLLA), was synthesized via a coupling approach. PLLA having an ethynyl group was successfully synthesized via ring-opening polymerization using 2-propyn-1-ol as an initiator. The ethynyl functionality of the resulting polymer was confirmed by MALDI-TOF mass spectroscopy. In contrast, PManEMA having an azide group was prepared via AGET ATRP using 2azidopropyl 2-bromo-2-methylpropanoate as an initiator. The azide functionality of the resulting polymer was confirmed by IR spectroscopy. The Cu(I)-catalyzed 1,3-dipolar cycloaddition between PLLA and PManEMA was performed to afford PMa-nEMA-b-PLLA. The block structure was confirmed by 1 H NMR spectroscopy and size exclusion chromatography. The aggregating properties of the block glycopolymer, PManEMA 16k -b-PLLA 6.4k (M n,PManEMA 5 16,000, M n,PLLA 5 6400) was examined by 1 H NMR spectroscopy, fluorometry using pyrene, and dynamic light scattering. The block glycopolymer formed complicated aggregates at concentrations above 21 mgÁL 21 in water. The D-mannose presenting property of the aggregates was also characterized by turbidimetric assay using concanavalin A.

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Glycopolymer Functionalized Nanoparticles and Their Applications

Chang

Haddleton

et al. 2021

Comprehensive Glycoscience

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A facile approach to prepare hybrid nanoparticles with morphology controlled by the thickness of glyco-shell

Cited by 3 publications

References 19 publications

“Sweet” Architecture-Dependent Uptake of Glycocalyx-Mimicking Nanoparticles Based on Biodegradable Aliphatic Polyesters by Macrophages

“Sweet” Architecture-Dependent Uptake of Glycocalyx-Mimicking Nanoparticles Based on Biodegradable Aliphatic Polyesters by Macrophages

Synthesis of amphiphilic block copolymer consisting of glycopolymer and poly(l‐lactide) and preparation of sugar‐coated polymer aggregates

Glycopolymer Functionalized Nanoparticles and Their Applications

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