137916-67-7Relevant academic research and scientific papers
Targeted Delivery of mRNA with One-Component Ionizable Amphiphilic Janus Dendrimers
Zhang, Dapeng,Atochina-Vasserman, Elena N.,Maurya, Devendra S.,Liu, Matthew,Xiao, Qi,Lu, Juncheng,Lauri, George,Ona, Nathan,Reagan, Erin K.,Ni, Houping,Weissman, Drew,Percec, Virgil
, p. 17975 - 17982 (2021/11/10)
Targeted and efficient delivery of nucleic acids with viral and synthetic vectors is the key step of genetic nanomedicine. The four-component lipid nanoparticle synthetic delivery systems consisting of ionizable lipids, phospholipids, cholesterol, and a PEG-conjugated lipid, assembled by microfluidic or T-tube technology, have been extraordinarily successful for delivery of mRNA to provide Covid-19 vaccines. Recently, we reported a one-component multifunctional sequence-defined ionizable amphiphilic Janus dendrimer (IAJD) synthetic delivery system for mRNA relying on amphiphilic Janus dendrimers and glycodendrimers developed in our laboratory. Amphiphilic Janus dendrimers consist of functional hydrophilic dendrons conjugated to hydrophobic dendrons. Co-assembly of IAJDs with mRNA into dendrimersome nanoparticles (DNPs) occurs by simple injection in acetate buffer, rather than by microfluidic devices, and provides a very efficient system for delivery of mRNA to lung. Here we report the replacement of most of the hydrophilic fragment of the dendron from IAJDs, maintaining only its ionizable amine, while changing its interconnecting group to the hydrophobic dendron from amide to ester. The resulting IAJDs demonstrated that protonated ionizable amines play dual roles of hydrophilic fragment and binding ligand for mRNA, changing delivery from lung to spleen and/or liver. Replacing the interconnecting ester with the amide switched the delivery back to lung. Delivery predominantly to liver is favored by pairs of odd and even alkyl groups in the hydrophobic dendron. This simple structural change transformed the targeted delivery of mRNA mediated with IAJDs, from lung to liver and spleen, and expands the utility of DNPs from therapeutics to vaccines.
Anhydrous proton conduction in self-assembled and disassembled ionic molecules
Kumar, Avneesh,Pisula, Wojciech,Sieber, Christoph,Klapper, Markus,Müllen, Klaus
, p. 6074 - 6084 (2018/04/12)
In polymer based ionic conductors, the conductivity is suppressed by a low degree of chain mobility, therefore it is imperative to design a molecular system in which ionic groups can be mobilized and immobilized as a function of temperature to allow ions
Dicyanamide Salts that Adopt Smectic, Columnar, or Bicontinuous Cubic Liquid-Crystalline Mesophases
Park, Geonhui,Goossens, Karel,Shin, Tae Joo,Bielawski, Christopher W.
, p. 6399 - 6411 (2018/04/19)
Although dicyanamide (i.e., [N(CN)2]?) has been commonly used to obtain low-viscosity, halogen-free, room-temperature ionic liquids, liquid-crystalline salts containing such anions have remained virtually unexplored. Here we report a
Hydrogen-bonding induced melamine-core supramolecular discotic liquid crystals
Guo, Ling-Xiang,Liu, Yu-Han,Wang, Li,Wang, Meng,Lin, Bao-Ping,Yang, Hong
supporting information, p. 9165 - 9173 (2017/09/22)
Recognition of melamine is not only of importance for the food industry but also an interesting scientific research topic. The objective of this work is to screen suitable hydrogen-bonding complementary compounds for the construction of melamine-core supr
POLYCATENAR LIGANDS AND HYBRID NANOPARTICLES MADE THEREFROM
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Page/Page column 35; 36; 37; 38, (2017/10/13)
Described herein are polycatenar ligand compounds and their use in the production of hybrid nanoparticles, typically nanocrystals. The present disclosure also relates to films containing the hybrid nanoparticles described herein and their use.
Polycatenar Ligand Control of the Synthesis and Self-Assembly of Colloidal Nanocrystals
Diroll, Benjamin T.,Jishkariani, Davit,Cargnello, Matteo,Murray, Christopher B.,Donnio, Bertrand
, p. 10508 - 10515 (2016/09/04)
Hydrophobic colloidal nanocrystals are typically synthesized and manipulated with commercially available ligands, and surface functionalization is therefore typically limited to a small number of molecules. Here, we report the use of polycatenar ligands d
Cyanuric acid derivatives, disc-shaped liquid crystal material and a melamine detection method
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Paragraph 0045; 0047, (2017/01/26)
The invention discloses a cyanuric acid derivative, a disc-like liquid crystal material and a melamine detection method. The liquid crystal material is a cyanuric acid derivative which has the basic characteristics of cyanuric acid and can be connected wi
Self-Assembly of Amphiphilic Janus Dendrimers into Mechanically Robust Supramolecular Hydrogels for Sustained Drug Release
Nummelin, Sami,Liljestr?m, Ville,Saarikoski, Eve,Ropponen, Jarmo,Nyk?nen, Antti,Linko, Veikko,Sepp?l?, Jukka,Hirvonen, Jouni,Ikkala, Olli,Bimbo, Luis M.,Kostiainen, Mauri A.
, p. 14433 - 14439 (2015/10/05)
Compounds that can gelate aqueous solutions offer an intriguing toolbox to create functional hydrogel materials for biomedical applications. Amphiphilic Janus dendrimers with low molecular weights can readily form self-assembled fibers at very low mass pr
Homochiral columns constructed by chiral self-sorting during supramolecular helical organization of hat-shaped molecules
Roche, Cécile,Sun, Hao-Jan,Prendergast, Margaret E.,Leowanawat, Pawaret,Partridge, Benjamin E.,Heiney, Paul A.,Araoka, Fumito,Graf, Robert,Spiess, Hans W.,Zeng, Xianbingon,Ungar, Goran,Percec, Virgil
, p. 7169 - 7185 (2014/06/09)
A library of dendronized cyclotriveratrylene (CTV) crowns substituted with chiral, racemic, or achiral peripheral alkyl chains, including enantiopure R and S branched alkyls, "racemic by mixture", "racemic by synthesis", n-octyl, and n-dodecyl groups was synthesized. In solvophobic solvents and in bulk they self-assemble in helical columns. Their solution and bulk shape-persistent supramolecular structures were determined by a complementary combination of circular dichroism (CD) and UV in solution and thin film, microspot CD in thin film, differential scanning calorimetry combined with fiber X-ray diffraction, computer simulation, and molecular models. In solution, self-assembly via a cooperative mechanism generates single-handed columns from enantiopure CTVs and mixtures of right-and left-handed columns from racemic by mixture, racemic by synthesis, other combinations of R and S, and even from achiral compounds. In bulk state all supramolecular columns form a 3D hexagonal crystalline phase, φhk (P63 symmetry), that can be obtained only from single-handed columns and a columnar hexagonal 2D liquid crystal, φh. The highest order φhk consists of enantiopure single-handed columns that are slightly distorted 12-fold triple helices. The "hat-shaped" dendronized CTV assembles in bent-branch pine-tree columns that allow interdigitation of alkyl groups in adjacent columns regardless of their direction. Enantiomerically rich, racemic, and achiral compositions undergo deracemization in the crystal state by transfer of the transient disc-like conformer of dendronized CTV from column to column during crown inversion. Solid state NMR experiments identified motional processes that allow such transfer. This unprecedented supramolecular chiral self-sorting will impact the creation of functions in complex systems.
Self-assembly and liquid-crystalline supramolecular organizations of semifluorinated block co-dendritic supermolecules
Bury, Izabela,Heinrich, Benoit,Bourgogne, Cyril,Mehl, Georg H.,Guillon, Daniel,Donnio, Bertrand
experimental part, p. 452 - 468 (2012/03/22)
The synthesis and self-organizing behaviour into liquid-crystalline mesophases of two libraries of segmented block co-dendrimers are described. The overall structure of the dendritic supermolecules consists of two chemically incompatible molecular moietie
