208827-90-1Relevant articles and documents
Inverting substitution patterns on amphiphilic cyclodextrins induces unprecedented formation of hexagonal columnar superstructures
Champagne, Pier-Luc,Ester, David,Zeeman, Michael,Zellman, Carson,Williams, Vance E.,Ling, Chang-Chun
, p. 9247 - 9254 (2017)
Cyclodextrins (CDs) constitute a unique class of macrocycles that possess a truncated cone-shaped cavity. Chemical modifications with simple hydrophobic groups can generate amphiphilic derivatives capable of self-assembling into thermotropic liquid crystals. Without the help of introduced mesogenic functionalities, almost all known amphiphilic CDs form smectic mesophases. Here we report that by inverting the substitution patterns of β-CD derivatives modified with simple hydrophobic chains and oligoethylene (OEG) groups, it is possible to transform the nature of their self-assembly from smectic to columnar thermotropic liquid crystalline phases. This investigation reveals some intriguing properties of CD scaffolds as a unique class of host mesogens. Multi-highly ordered channels were found in the formed hexagonal columnar mesophases that could find potential applications in different fields such as ion transport and conductivity.
Recent applications of click chemistry for the functionalization of gold nanoparticles and their conversion to glyco-gold nanoparticles
Poonthiyil, Vivek,Lindhorst, Thisbe K.,Golovko, Vladimir B.,Fairbanks, Antony J.
, p. 11 - 24 (2017)
Glycoscience, despite its myriad of challenges, promises to unravel the causes of, potential new detection methods for, and novel therapeutic strategies against, many disease states. In the last two decades, glyco-gold nanoparticles have emerged as one of several potential new tools for glycoscientists. Glyco-gold nanoparticles consist of the unique structural combination of a gold nanoparticle core and an outer-shell comprising multivalent presentation of carbohydrates. The combination of the distinctive physicochemical properties of the gold core and the biological function/activity of the carbohydrates makes glyco-gold nanoparticles a valuable tool in glycoscience. In this review we present recent advances made in the use of one type of click chemistry, namely the azide-alkyne Huisgen cycloaddition, for the functionalization of gold nanoparticles and their conversion to glyco-gold nanoparticles.
Assembly and degradation of low-fouling click-functionalized poly(ethylene glycol)-based multilayer films and capsules
Leung, Melissa K. M.,Such, Georgina K.,Johnston, Angus P. R.,Biswas, Dhee P.,Zhu, Zhiyuan,Yan, Yan,Lutz, Jean-Francois,Caruso, Frank
, p. 1075 - 1085 (2011)
Nano-/micrometer-scaled films and capsules made of low-fouling materials such as poly(ethylene glycol) (PEG) are of interest for drug delivery and tissue engineering applications. Herein, the assembly and degradation of low-fouling, alkyne-functionalized PEG (PEGAlk) multilayer films and capsules, which are prepared by combining layer-by-layer (LbL) assembly and click chemistry, are reported. A nonlinear, temperature-responsive PEGAlk is synthesized, and is then used to form hydrogen-bonded multilayers with poly(methacrylic acid) (PMA) at pH 5. The thermoresponsive behavior of PEG Alk is exploited to tailor film buildup by adjusting the assembly conditions. Using alkyne-azide click chemistry, PEGAlk/PMA multilayers are crosslinked with a bisazide linker that contains a disulfide bond, rendering these films and capsules redox-responsive. At pH 7, by disrupting the hydrogen bonding between the polymers, PEGAlk LbL films and PEGAlk-based capsules are obtained. These films exhibit specific deconstruction properties under simulated intracellular reducing conditions, but remain stable at physiological pH, suggesting potential applications in controlled drug release. The low-fouling properties of the PEG films are confirmed by incubation with human serum and a blood clot. Additionally, these capsules showed negligible toxicity to human cells.
DNA conjugation by the staudinger ligation: New thymidine analogues
Baccaro, Anna,Weisbrod, Samuel H.,Marx, Andreas
, p. 1949 - 1954 (2007)
Two novel modified 2′-deoxyuridine triphosphates carrying an azide functionality linked to the nucleobase were synthesized. For probing the sterical influence on enzymatic incorporation and Staudinger ligation, differently sized flexible linkers were chosen. Both nucleotides can completely replace natural thymidine in primer extension as well as polymerase chain reaction (PCR) using Pyrococcus woesei DNA polymerase. For PCR with larger gene fragments as template, however, the longer linker disturbs the DNA polymerase and yields less product. For azide-labeled primer extension products, subsequent conjugation of suitably functionalized phosphines via Staudinger ligation was achieved, for example for the conjugation of biotin as an affinity tag. Georg Thieme Verlag Stuttgart.
The synthesis and evaluation of multivalent glycopeptoids as inhibitors of the adhesion of candida albicans
Kavanagh, Kevin,Martin, Harlei,Masterson, Hannah,Velasco-Torrijos, Trinidad
, (2021/05/31)
Multivalency is a strategy commonly used by medicinal carbohydrate chemists to increase the affinity of carbohydrate-based small molecules for their protein targets. Although this approach has been very successful in enhancing binding to isolated carbohyd
Preparation method of target BTK protein degradation compound, and application of compound in treating autoimmune diseases and tumors
-
Paragraph 0231; 0234-0236, (2020/02/14)
The invention provides a compound, the compound is a compound represented by a formula I, and a stereoisomer, geometric isomer, tautomer, nitrogen oxide, hydrate, solvate, metabolite, pharmaceuticallyacceptable salt and prodrug of the compound represented by the formula I. The compound has a strong degradation effect on wild-type BTK, has no inhibition or degradation effects on other targets suchas EGFR, ITK, TEC, and the like, and has an effect of specific targeted degradation of BTK proteins. The formula I is X-Y-Z.
