53958-47-7Relevant articles and documents
Self-assembling systems of the amphiphilic cationic per-6-amino-β-cyclodextrin 2,3 di-O-alkyl ethers
Parrot-Lopez,Ling,Zhang,Baszkin,Albrecht,De Rango,Coleman
, p. 5479 - 5480 (1992)
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6-Hydroxymethyltriazolyl-6-deoxy-β-cyclodextrin: A highly water soluble and structurally well-defined β-cyclodextrin click cluster
Kim, Dong-Hwan,Jang, Jae Gyu,Le, Hoa Thi,Kim, Jin Young,Lim, Choon Woo,Kim, Tae Woo
, p. 5791 - 5795 (2012)
The structural, physical, and biological properties of heptakis{6-(4- hydroxymethyl-1H-[1,2,3]triazol-1-yl)-6-deoxy}-β-cyclodextrin (HTβCD) were investigated by a variety of methods, including NMR, UV/vis, circular dichroism spectroscopy, computer modeling, turbidity testing, Ka measurements, and the MTT assay. The experimental results suggest that HTβCD is structurally well-defined, highly water-soluble, and has low cytotoxicity. These advantages of HTβCD versus β-CD indicate that β-cyclodextrin click clusters may function both as host molecules and as potential, alternative excipients to β-CD.
6-Triazolyl-6-deoxy-β-cyclodextrin derivatives: synthesis, cellular toxicity, and phase-solubility study
Le, Hoa Thi,Jeon, Hyun Mi,Lim, Choon Woo,Kim, Tae Woo
, p. 22 - 28 (2014)
Heptakis{6-(4-hydroxymethyl-1H-[1,2,3]triazol-1-yl)-6-deoxy} -β-cyclodextrin (HTβCD) and heptakis{6-(4-sulfonylmethyl-1H-[1,2,3] triazol-1-yl)-6-deoxy}-β-cyclodextrin (STβCD) were prepared using copper(I)-catalyzed azide-alkyne cycloaddition between 6-azido-6-deoxy-β-CD and one of two alkynes, propargyl alcohol, and sodium propargyl sulfonate, respectively. The structures of HTβCD and STβCD were characterized by NMR techniques. NMR interpretations and computer modeling suggested that the limited freedom of rotation of the triazole moieties keeps HTβCD and STβCD rigid and compact. Water solubility tests of HTβCD and STβCD showed that the minimum water solubility of HTβCD and STβCD is at least 20 times higher than that of β-CD. MTT assay showed that HTβCD and STβCD did not influence the cell viability under 1 mM. A phase-solubility study of prednisolone with the CD derivatives showed increased solubility of prednisolone in the presence of increasing concentrations of HTβCD and STβCD.
Mannosylated Poly(ethylene imine) Copolymers Enhance saRNA Uptake and Expression in Human Skin Explants
Abdouni, Yamin,Becer, C. Remzi,Blakney, Anna K.,Bouton, Clément R.,Liu, Renjie,McKay, Paul F.,Shattock, Robin J.,Yilmaz, Gokhan
, p. 2482 - 2492 (2020/07/17)
Messenger RNA (mRNA) is a promising platform for both vaccines and therapeutics, and self-amplifying RNA (saRNA) is particularly advantageous, as it enables higher protein expression and dose minimization. Here, we present a delivery platform for targeted delivery of saRNA using mannosylated poly(ethylene imine) (PEI) enabled by the host-guest interaction between cyclodextrin and adamantane. We show that the host-guest complexation does not interfere with the electrostatic interaction with saRNA and observed that increasing the degree of mannosylation inhibited transfection efficiency in vitro, but enhanced the number of cells expressing GFP by 8-fold in human skin explants. Besides, increasing the ratio of glycopolymer to saRNA also enhanced the percentage of transfected cells ex vivo. We identified that these mannosylated PEIs specifically increased protein expression in the epithelial cells resident in human skin in a mannose-dependent manner. This platform is promising for further study of glycosylation of PEI and targeted saRNA delivery.
Synthesis of glycopolymer nanosponges with enhanced adsorption performances for boron removal and water treatment
Liao, Xueping,Wang, Bingyu,Zhang, Qiang
supporting information, p. 21193 - 21206 (2018/11/20)
The high-affinity interactions between cis-diols and boric/boronic acid have been widely employed as a tool for carbohydrate analysis, protein separation and boron removal. Herein we report the design and synthesis of cyclodextrin-scaffolded glycopolymers as bifunctional nanosponges for boron removal and water treatment for the first time. Different glycopolymer nanosponges (GNs) have been successfully synthesized from monosaccharides and β-cyclodextrin via a combination of a cross-linking reaction, Fischer glycosylation and a click reaction. Such functional GNs are mesoporous polymer frameworks with cis-diol-containing saccharides immobilized on the surface, which have exhibited selective adsorption behaviour towards boric acid depending on the structure of the GNs and the loaded saccharides. The GNs have also shown remarkable adsorption rates and capacities for an organic dye as a model pollutant in this work. Secondary bonding, such as hydrogen bonding and van der Waals forces between the immobilized saccharides and the adsorbates is believed to be responsible for the significantly enhanced adsorption rates and capacities. Such bifunctional materials may exhibit potential applications in seawater desalination and water treatment.
