Glycosylation of polyphosphazenes by thiol-yne click chemistry for lectin recognition

Chen, Chen; Huang, Xu; Qian, Yue-Cheng; Huang, Xiaojun

doi:10.1039/c4ra14012e

Cited by 12 publications

(7 citation statements)

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“…One recent example includes poly(organo)phosphazenes with alkene/alkyne organic substituents for the subsequent preparation of highly functionalised polymers via thiol–ene/yne addition chemistry. 32 In this example, the polymers were then decorated with glycosyl moieties to synthesise amphiphilic poly(organo)phosphazenes, which upon self-assembly could undergo specific interactions via their surface ligands.…”

Section: Polyphosphazenes With Advanced Architecturesmentioning

confidence: 99%

Preparation of polyphosphazenes: a tutorial review

2016

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Section: Polyphosphazenes With Advanced Architecturesmentioning

confidence: 99%

Preparation of polyphosphazenes: a tutorial review

2016

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“…[23][24][25][26][27][28][29] The reactions are with significant advantages that the products feature strong charge-transfer (CT) interactions in the visible absorption region, potent redox activities, and are useful for optimization of the electronic states, thereby leading to the enhanced performance of the optoelectronic devices, such as photovoltaic cells. [32][33][34][35] Moreover, the novel 36,37 In addition, as shown in Figure 1, the stretching vibration bands of ≡C-H at 3273 cm -1 and C≡C and -SH at 2556 cm -1 in the spectra of monomers became much weaker after polymerization, indicating the generation of thiol-yne click addition. [32][33][34][35] Moreover, the novel 36,37 In addition, as shown in Figure 1, the stretching vibration bands of ≡C-H at 3273 cm -1 and C≡C and -SH at 2556 cm -1 in the spectra of monomers became much weaker after polymerization, indicating the generation of thiol-yne click addition.…”

Section: Introductionmentioning

confidence: 95%

Facile synthesis of functional poly(vinylene sulfide)s containing donor–acceptor chromophores by a double click reaction

et al. 2016

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aThe new electronically active poly(vinylene sulfide)s containing the dialkylaniline-substituted electron-rich alkynes in the side chains were designed and synthesized by the 'thiol-click' polymerization. Subsequently, the donor-acceptor chromophores were introduced into the side chains of the polymer by the [2+2] click reaction as an efficient postfunctionalization method. The polymers showed good solubility in common organic solvents and the high thermal stability. The photophysical and electrochemical properties, as well as the click reactions, were characterized by means of UV-vis absorption spectroscopy, cyclic voltammetry, ect. After the introduction of donor-acceptor chromophores, the polymer showed a strong charge-transfer (CT) band in the visible absorption region, potent redox activities and a narrow band gap compared with the precursors. In addition, the third-order nonlinear properties, including the nonlinear absorption and the nonlinear susceptibilities, were investigated by using Z-scan techniques. A typical saturable absorption behavior was observed for the third order nonlinear absorption, with the nonlinear absorption coefficients (β) values of the polymer being -9.0×10 -12 m/W. Please do not adjust marginsPlease do not adjust margins click'), and the whole conjugated structures for main chains were designed. We hope better NLO properties because of the longer conjugated structures, but the similar results were obtained here. It was suggested that the moieties from [2+2] click reagents affected greater than those of conjugated structures.

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“…Such strategies avoid the use of protecting groups and thus further expand the functional groups available to allow for those not compatible with halogen replacement (such as strong nucleophiles and acids) for PPz and the ring-opening polymerization in the case of PPE [31], which is similarly intolerant to nucleophiles and acids. Figure 8 shows some exemplary strategies for the alkoxy-derived poly(organo)phosphazenes [32] and polyphosphoesters [33], while analogous systems with amine derived substituents can also be prepared [34,35]. Furthermore, for some of the polymers, for example those derived from cyclic phospholanes [33] as well as poly[bis(allylamino)phosphazene] based systems [36], the reactions can be carried out in aqueous solutions.…”

Section: Post-polymerization Functionalizationmentioning

confidence: 99%

Main-Chain Phosphorus-Containing Polymers for Therapeutic Applications

Strasser

Teasdale

2020

Molecules

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Polymers in which phosphorus is an integral part of the main chain, including polyphosphazenes and polyphosphoesters, have been widely investigated in recent years for their potential in a number of therapeutic applications. Phosphorus, as the central feature of these polymers, endears the chemical functionalization, and in some cases (bio)degradability, to facilitate their use in such therapeutic formulations. Recent advances in the synthetic polymer chemistry have allowed for controlled synthesis methods in order to prepare the complex macromolecular structures required, alongside the control and reproducibility desired for such medical applications. While the main polymer families described herein, polyphosphazenes and polyphosphoesters and their analogues, as well as phosphorus-based dendrimers, have hitherto predominantly been investigated in isolation from one another, this review aims to highlight and bring together some of this research. In doing so, the focus is placed on the essential, and often mutual, design features and structure–property relationships that allow the preparation of such functional materials. The first part of the review details the relevant features of phosphorus-containing polymers in respect to their use in therapeutic applications, while the second part highlights some recent and innovative applications, offering insights into the most state-of-the-art research on phosphorus-based polymers in a therapeutic context.

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Glycosylation of polyphosphazenes by thiol-yne click chemistry for lectin recognition

Abstract: Strong carbohydrate–lectin binding interactions in biological systems can be mimicked through the synthesis of glucose containing macromolecules, particularly glycosylated polymers.

Cited by 12 publications

References 57 publications

Preparation of polyphosphazenes: a tutorial review

Preparation of polyphosphazenes: a tutorial review

Facile synthesis of functional poly(vinylene sulfide)s containing donor–acceptor chromophores by a double click reaction

Main-Chain Phosphorus-Containing Polymers for Therapeutic Applications

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