- Effects of fullerene substituents on structure and photoelectrochemical properties of fullerene nanoclusters electrophoretically deposited on nanostructured SnO2 electrodes
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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.
- Hotta, Hiroki,Kang, Soonchul,Umeyama, Tomokazu,Matano, Yoshihiro,Yoshida, Kaname,Isoda, Seiji,Imahori, Hiroshi
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Read Online
- Targeted Delivery of mRNA with One-Component Ionizable Amphiphilic Janus Dendrimers
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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.
- 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
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p. 17975 - 17982
(2021/11/10)
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- Ortho -Substituted lipidated Brartemicin derivative shows promising Mincle-mediated adjuvant activity
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The macrophage inducible C-type lectin (Mincle) is a pathogen recognition receptor (PRR) that is a promising target for the development of Th1-polarising vaccine adjuvants. We recently reported on the synthesis and evaluation of lipidated Brartemicin analogues that showed Mincle agonist activity, with our lead agonist exhibiting potent Th1 adjuvant activity that was greater than that of trehalose dibehenate (TDB). Herein, we report on the efficient synthesis and subsequent biological evaluation of additional lipidated Brartemicin analogues that were designed to determine the structural requirements for optimal Mincle signalling. While all the Brartemicin analogues retained their ability to signal through Mincle and induce a functional response, the o-substituted and m,m-disubstituted derivatives (5a and 5d, respectively) induced a potent inflammatory response when using cells of both murine and human origin, with this response being the greatest observed thus far. As the inflammatory response elicited by 5a was slightly better than that induced by 5d, our findings point to o-substituted Brartemicin analogues as the preferred scaffold for further adjuvant development.
- Foster, Amy J.,Kodar, Kristel,Stocker, Bridget L.,Timmer, Mattie S. M.
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supporting information
p. 1095 - 1103
(2020/02/22)
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- Hexagonal array formation by intermolecular halogen bonding using a binary blend of linear building blocks: STM study
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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
- Kikkawa, Yoshihiro,Nagasaki, Mayumi,Koyama, Emiko,Tsuzuki, Seiji,Hiratani, Kazuhisa
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supporting information
p. 3955 - 3958
(2019/05/02)
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- BRARTEMICIN ANALOGUES
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The invention relates to brartemicin analogues of Formula (IV) and their uses. These compounds are potent Mincle agonists and Th1-stimulating vaccine adjuvants.
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Page/Page column 30; 71
(2019/05/22)
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- PRECIPITATION PROMOTER AND PRECIPITATION METHOD IN WHICH SAME IS USED
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Precipitation promoters, which are an organic compound having one or more linear aliphatic hydrocarbon groups having not less than 10 carbon atoms, wherein the aliphatic hydrocarbon group has not less than 20 carbon atoms in total are useful for precipita
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Paragraph 0518-0520
(2017/11/29)
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- METHOD FOR LIQUID-PHASE SYNTHESIS OF NUCLEIC ACID
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In this method, an oligonucleotide is prepared by using, as a synthesis unit, a novel nucleoside monomer compound represented by formula (I) [wherein X, R1, Y, Base, Z, Ar, R2, R3 and n are each as defined in Claim 1]. The
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Paragraph 0159; 0160
(2015/11/16)
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- Facile synthesis of stable lipid analogues possessing a range of alkyl groups: Application to artificial glycolipids
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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
- Azefu, Yasuo,Tamiaki, Hitoshi,Sato, Reiko,Toma, Kazunori
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p. 4013 - 4022
(2007/10/03)
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