Engineering Cell Surfaces by Covalent Grafting of Synthetic Polymers to Metabolically-Labeled Glycans

Tomás, Ruben M F; Martyn, Benjamin T.; Bailey, Trisha L.; Gibson, Matthew I.

doi:10.1021/acsmacrolett.8b00675

Cited by 24 publications

(25 citation statements)

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“…Cells exhibiting triple‐orthogonal surface engineering have also been reported, which could allow for more complex heterogenous configurations of cell–cell interactions . Alternatively, cell surface‐grafting strategies are starting to emerge, either as controlled radical polymerization or anchoring telechelic synthetic polymers, in order to re‐engineer cell surface functionality and interactions …”

Section: Cell‐rich Assembliesmentioning

confidence: 99%

Advanced Bottom‐Up Engineering of Living Architectures

et al. 2019

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Bottom‐up tissue engineering is a promising approach for designing modular biomimetic structures that aim to recapitulate the intricate hierarchy and biofunctionality of native human tissues. In recent years, this field has seen exciting progress driven by an increasing knowledge of biological systems and their rational deconstruction into key core components. Relevant advances in the bottom‐up assembly of unitary living blocks toward the creation of higher order bioarchitectures based on multicellular‐rich structures or multicomponent cell–biomaterial synergies are described. An up‐to‐date critical overview of long‐term existing and rapidly emerging technologies for integrative bottom‐up tissue engineering is provided, including discussion of their practical challenges and required advances. It is envisioned that a combination of cell–biomaterial constructs with bioadaptable features and biospecific 3D designs will contribute to the development of more robust and functional humanized tissues for therapies and disease models, as well as tools for fundamental biological studies.

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Section: Cell‐rich Assembliesmentioning

confidence: 99%

Advanced Bottom‐Up Engineering of Living Architectures

et al. 2019

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“…Polymers remained on the cell surface for over 24 h, and no reduction in cell viability was observed compared to the control group. [ 73 ] Moreover, by introducing polymers conjugated to biotin, streptavidin was selectively recruited at the cell surface, highlighting the ability to use polymers to recruit binding agents ( Figure A,B). In a follow‐up report, it was shown that synthetic polymers installed at the surface of azide‐labeled A549 remained attached for over 72 h, even after multiple cell division cycles.…”

Section: Covalent Conjugation Using Bio‐orthogonal Chemistrymentioning

confidence: 99%

Section: Covalent Conjugation Using Bio‐orthogonal Chemistrymentioning

confidence: 99%

Engineering the Mammalian Cell Surface with Synthetic Polymers: Strategies and Applications

Arno

2020

Macromol. Rapid Commun.

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Manipulating the surface of living cells represents a powerful tool by which to control cell behavior and provides a unique strategy to modulate cellular function and cell–cell interactions. Recent progress in this area has seen the development of robust and elegant approaches to selectively decorate the cell surface, leading to unprecedented advances in cellular manipulation and cell‐based therapies. Despite some impressive in vitro results, several obstacles remain to the broader application of some of these strategies, including their limited translation in vivo. In this review, the leading techniques used to introduce polymers at the plasma membrane of mammalian cells are discussed, focusing on strategies that generate a stable and homogeneous distribution of polymeric chains at the cell surface. Application of these strategies to control cell behavior and deliver cell‐based therapies to targeted tissues are highlighted.

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“…Synthetic and cell conjugation concept. (A) Synthesis of telechelic poly( N -hydroxyethyl acrylamide) by RAFT polymerization; (B) DBCO-pHEA n -Fl cell surface conjugation via metabolic labeling using Ac 4 ManNAz, adapted with permission from ref 45. Copyright 2018 American Chemical Society.…”

Section: Figurementioning

confidence: 99%

“…43,44 Tomás and Gibson have demonstrated that telechelic polymers generated by reversible activation fragmentation transfer (RAFT) polymerization can be used to install polymers rapidly and simply onto metabolically labeled cells, exclusively at the cell surface. 45 Cell surface grafting using this approach demonstrated several advantages to conventional methods including cytocompatibility, biorthogonality, and selectivity. However, optimization and quantitative assessment of the efficiency, robustness, and stability of metabolic oligosaccharide engineering for synthetic polymer conjugation remains to be explored.…”

Section: Introductionmentioning

confidence: 99%

Optimization and Stability of Cell–Polymer Hybrids Obtained by “Clicking” Synthetic Polymers to Metabolically Labeled Cell Surface Glycans

Tomás

Gibson

2019

Biomacromolecules

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Re-engineering of mammalian cell surfaces with polymers enables the introduction of functionality including imaging agents, drug cargoes or antibodies for cell-based therapies, without resorting to genetic techniques. Glycan metabolic labeling has been reported as a tool for engineering cell surface glycans with synthetic polymers through the installation of biorthogonal handles, such as azides. Quantitative assessment of this approach and the robustness of the engineered coatings has yet to be explored. Here, we graft poly(hydroxyethyl acrylamide) onto azido-labeled cell surface glycans using strain-promoted azide–alkyne “click” cycloaddition and, using a combination of flow cytometry and confocal microscopy, evaluate the various parameters controlling the outcome of this “grafting to” process. In all cases, homogeneous cell coatings were formed with >95% of the treated cells being covalently modified, superior to nonspecific “grafting to” approaches. Controllable grafting densities could be achieved through modulation of polymer chain length and/or concentration, with longer polymers having lower densities. Cell surface bound polymers were retained for at least 72 h, persisting through several mitotic divisions during this period. Furthermore, we postulate that glycan/membrane recycling is slowed by the steric bulk of the polymers, demonstrating robustness and stability even during normal biological processes. This cytocompatible, versatile and simple approach shows potential for re-engineering of cell surfaces with new functionality for future use in cell tracking or cell-based therapies.

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Engineering Cell Surfaces by Covalent Grafting of Synthetic Polymers to Metabolically-Labeled Glycans

Cited by 24 publications

References 50 publications

Advanced Bottom‐Up Engineering of Living Architectures

Advanced Bottom‐Up Engineering of Living Architectures

Engineering the Mammalian Cell Surface with Synthetic Polymers: Strategies and Applications

Optimization and Stability of Cell–Polymer Hybrids Obtained by “Clicking” Synthetic Polymers to Metabolically Labeled Cell Surface Glycans

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