503306-41-0Relevant academic research and scientific papers
An isothiouronium-derived organized monolayer at the air-water interface: Design of film-based anion sensor systems for H2PO4 -
Misawa, Yoshihiro,Kubo, Yuji,Tokita, Sumio,Ohkuma, Hirokazu,Nakahara, Hiroo
, p. 1118 - 1119 (2004)
We have prepared for the first time an organized monolayer with long-chain amphiphiles possessing an isothiouronium segment. Interactions between the monolayer and anions in aqueous subphase have been investigated and show a significant selectivity of Hs
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.
Hexagonal array formation by intermolecular halogen bonding using a binary blend of linear building blocks: STM study
Kikkawa, Yoshihiro,Nagasaki, Mayumi,Koyama, Emiko,Tsuzuki, Seiji,Hiratani, Kazuhisa
, p. 3955 - 3958 (2019/05/02)
Hexagonal arrays were fabricated via intermolecular halogen bonding between two linear molecular building blocks in a bicomponent blend. The substitution position of the pyridine N atom involved in the halogen bond plays an important role in the formation
Rational Design of Supramolecular Dynamic Protein Assemblies by Using a Micelle-Assisted Activity-Based Protein-Labeling Technology
Sandanaraj, Britto S.,Reddy, Mullapudi Mohan,Bhandari, Pavankumar Janardhan,Kumar, Sugam,Aswal, Vinod K.
, p. 16085 - 16096 (2018/10/15)
The self-assembly of proteins into higher-order superstructures is ubiquitous in biological systems. Genetic methods comprising both computational and rational design strategies are emerging as powerful methods for the design of synthetic protein complexes with high accuracy and fidelity. Although useful, most of the reported protein complexes lack a dynamic behavior, which may limit their potential applications. On the contrary, protein engineering by using chemical strategies offers excellent possibilities for the design of protein complexes with stimuli-responsive functions and adaptive behavior. However, designs based on chemical strategies are not accurate and therefore, yield polydisperse samples that are difficult to characterize. Here, we describe simple design principles for the construction of protein complexes through a supramolecular chemical strategy. A micelle-assisted activity-based protein-labeling technology has been developed to synthesize libraries of facially amphiphilic synthetic proteins, which self-assemble to form protein complexes through hydrophobic interaction. The proposed methodology is amenable for the synthesis of protein complex libraries with molecular weights and dimensions comparable to naturally occurring protein cages. The designed protein complexes display a rich structural diversity, oligomeric states, sizes, and surface charges that can be engineered through the macromolecular design. The broad utility of this method is demonstrated by the design of most sophisticated stimuli-responsive systems that can be programmed to assemble/disassemble in a reversible/irreversible fashion by using the pH or light as trigger.
Effects of fullerene substituents on structure and photoelectrochemical properties of fullerene nanoclusters electrophoretically deposited on nanostructured SnO2 electrodes
Hotta, Hiroki,Kang, Soonchul,Umeyama, Tomokazu,Matano, Yoshihiro,Yoshida, Kaname,Isoda, Seiji,Imahori, Hiroshi
, p. 5700 - 5706 (2008/03/14)
Two kinds of fullerene derivatives have been designed to examine the effect of the fullerene substituents on the structure and photoelectrochemical properties of fullerene clusters electrophoretically deposited on nanostructured SnO2 electrodes. The cluster sizes increase and the incident photon-to-current efficiencies decrease with introduction of large substituents into C60. The trend for photocurrent generation efficiency as well as surface morphology on the electrode can be explained by the steric bulkiness around the C60 molecules. A C60 molecule with two alkoxy chains is suggested to give a bilayer vesicle structure, irrespective of the hydrophobic nature of both the C60 and alkoxy chain moieties. Such information will be valuable for the design of photoactive molecules, which are fabricated onto electrode surfaces to exhibit high energy conversion efficiency. ? 2005 American Chemical Society.
Facile synthesis of stable lipid analogues possessing a range of alkyl groups: Application to artificial glycolipids
Azefu, Yasuo,Tamiaki, Hitoshi,Sato, Reiko,Toma, Kazunori
, p. 4013 - 4022 (2007/10/03)
Efficient preparation of lipid analogues is described in which various long alkoxy chains and 2-hydroxyethyl group were covalently linked with benzoic acid derivatives. An α-mannopyranosyl group was stereoselectively introduced by the conventional imidate
