Synthesis of alkyne-functionalized amphiphilic polysiloxane polymers and formation of nanoemulsions conjugated with bioactive molecules by click reactions

Kihara, Yoshihiko; Ichikawa, Tsukasa; Abe, Shouichi; Nemoto, Nobukatsu; Ishihara, Tsutomu; Hirano, Nobutaka; Haruki, Mitsuru

doi:10.1038/pj.2013.86

Cited by 9 publications

(6 citation statements)

References 26 publications

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“…The Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction is one of the most widely implemented 'click' reactions. 1 The wide range of conditions in which the bio-orthogonal CuAAC reaction can be applied makes it immensely useful for an array of chemical 2 and material 3,4 research application such as hydrogels, [5][6][7] bioconjugation, 8,9 surface modifications, 10,11 and dendrimers. 12,13 Typically, the reaction proceeds through an in situ generation of catalytic Cu(I) from Cu(II) using a reducing agent such as sodium ascorbate.…”

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confidence: 99%

Blue-light activated rapid polymerization for defect-free bulk Cu(i)-catalyzed azide–alkyne cycloaddition (CuAAC) crosslinked networks

et al. 2016

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confidence: 99%

Blue-light activated rapid polymerization for defect-free bulk Cu(i)-catalyzed azide–alkyne cycloaddition (CuAAC) crosslinked networks

et al. 2016

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“…113 Among the various types of polysomes, a nanoemulsion is the colloidal dispersion of two immiscible liquids (usually oil and water) with diameters of 10 to several hundred nanometers. [114][115][116] It overcomes the major problem of liposome or particle aggregation. 117 Besides intravenous injection, local administration of nanoemulsions, such as oral and intranasal administration, also showed improved gene transfection efficiency.…”

Section: Polymer-based Nanocarriersmentioning

confidence: 99%

Improved Nucleic Acid Therapy with Advanced Nanoscale Biotechnology

Weng

Huang

et al. 2020

Molecular Therapy - Nucleic Acids

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Due to a series of systemic and intracellular obstacles in nucleic acid (NA) therapy, including fast degradation in blood, renal clearance, poor cellular uptake, and inefficient endosomal escape, NAs may need delivery methods to transport to the cell nucleus or cytosol to be effective. Advanced nanoscale biotechnology-associated strategies, such as controlling the particle size, charge, drug loading, response to environmental signals, or other physical/chemical properties of delivery carriers, have provided great help for the in vivo and in vitro delivery of NA therapeutics. In this review, we introduce the characteristics of different NA modalities and illustrate how advanced nanoscale biotechnology assists NA therapy. The specific features and challenges of various nanocarriers in clinical and preclinical studies are summarized and discussed. With the help of advanced nanoscale biotechnology, some of the major barriers to the development of NA therapy will eventually be overcome in the near future.

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“…Next, anionic ring-opening polymerization was carried out, after which the chlorine atoms in the obtained copolysiloxane were replaced by azide groups (Scheme 1). Cyclo-oligo((3-chloropropyl)methylsiloxane-co-dimethylsiloxane)s (Cl-CMSs) and poly((3-chloropropyl)methylsiloxane-co-dimethylsiloxane) (Cl-PDMS) were synthesized according to the published procedure [27] changing only the ratio of the starting monomers. Dichlorodimethylsilane and dichloro(3-chloropropyl)methylsilane were used in a ratio of 3:1, respectively.…”

Section: Synthesis Of N3-pdmsmentioning

confidence: 99%

“…Molecules 2021, 26, x FOR PEER REVIEW 3 of 12 according to the published procedure [27] changing only the ratio of the starting monomers. Dichlorodimethylsilane and dichloro(3-chloropropyl)methylsilane were used in a ratio of 3:1, respectively.…”

Section: Synthesis Of Re1-pdmsmentioning

confidence: 99%

Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers

et al. 2021

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This study focuses on the synthesis of hybrid luminescent polysiloxanes and silicone rubbers grafted by organometallic rhenium(I) complexes using Cu(I)-catalyzed azido-alkyne cycloaddition (CuAAC). The design of the rhenium(I) complexes includes using a diimine ligand to create an MLCT luminescent center and the introduction of a triple C≡C bond on the periphery of the ligand environment to provide click-reaction capability. Poly(3-azidopropylmethylsiloxane-co-dimethylsiloxane) (N3-PDMS) was synthesized for incorporation of azide function in polysiloxane chain. [Re(CO)3(MeCN)(5-(4-ethynylphenyl)-2,2′-bipyridine)]OTf (Re1) luminescent complex was used to prepare a luminescent copolymer with N3-PDMS (Re1-PDMS), while [Re(CO)3Cl(5,5′-diethynyl-2,2′-bipyridine)] (Re2) was used as a luminescent cross-linking agent of N3-PDMS to obtain luminescent silicone rubber (Re2-PDMS). The examination of photophysical properties of the hybrid polymer materials obtained show that emission profile of Re(I) moiety remains unchanged and metallocenter allows to control the creation of polysiloxane-based materials with specified properties.

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Synthesis of alkyne-functionalized amphiphilic polysiloxane polymers and formation of nanoemulsions conjugated with bioactive molecules by click reactions

Cited by 9 publications

References 26 publications

Blue-light activated rapid polymerization for defect-free bulk Cu(i)-catalyzed azide–alkyne cycloaddition (CuAAC) crosslinked networks

Blue-light activated rapid polymerization for defect-free bulk Cu(i)-catalyzed azide–alkyne cycloaddition (CuAAC) crosslinked networks

Improved Nucleic Acid Therapy with Advanced Nanoscale Biotechnology

Re(I) Complexes as Backbone Substituents and Cross-Linking Agents for Hybrid Luminescent Polysiloxanes and Silicone Rubbers

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