86840-96-2Relevant academic research and scientific papers
Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants
Foster, Amy J.,Nagata, Masahiro,Lu, Xiuyuan,Lynch, Amy T.,Omahdi, Zakaria,Ishikawa, Eri,Yamasaki, Sho,Timmer, Mattie S. M.,Stocker, Bridget L.
, p. 1045 - 1060 (2018)
Effective Th1-stimulating vaccine adjuvants typically activate antigen presenting cells (APCs) through pattern recognition receptors (PRRs). Macrophage inducible C-type lectin (Mincle) is a PRR expressed on APCs and has been identified as a target for Th1-stimulating adjuvants. Herein, we report on the synthesis and adjuvanticity of rationally designed brartemicin analogues containing long-chain lipids and demonstrate that they are potent Mincle agonists that activate APCs to produce inflammatory cytokines in a Mincle-dependent fashion. Mincle binding, however, does not directly correlate to a functional immune response. Mutation studies indicated that the aromatic residue of lead compound 9a has an important interaction with Mincle Arg183. In vivo assessment of 9a highlighted the capability of this analogue to augment the Th1 response to a model vaccine antigen. Taken together, our results show that lipophilic brartemicin analogues are potent Mincle agonists and that 9a has superior in vivo adjuvant activity compared to TDB.
Rational Design of Rod-Like Liquid Crystals Exhibiting Two Nematic Phases
Mandle, Richard J.,Cowling, Stephen J.,Goodby, John W.
supporting information, p. 14554 - 14562 (2017/10/23)
Recently, a polar, rod-like liquid-crystalline material was reported to exhibit two distinct nematic mesophases (termed N and NX) separated by a weakly first-order transition. Herein, we present our initial studies into the structure–property relationships that underpin the occurrence of the lower-temperature nematic phase, and report several new materials that exhibit this same transformation. We have prepared material with significantly enhanced temperature ranges, allowing us to perform a detailed study of both the upper- and lower-temperature nematic phases by using small-angle X-ray scattering. We observed a continuous change in d spacing rather than a sharp change at the phase transition, a result consistent with a transition between two nematic phases, structures of which are presumably degenerate.
The Coordinative Behaviour of N-Substituted 2-(Δ2-Imidazolin-2-yl)-phenols as Metal Extractants
Beger, J.,Wagner, G.,Dinjus, U.,Goerls, H.,Uhlig, E.,Sieler, J.
, p. 211 - 224 (2007/10/02)
N-Substituted 2-(Δ2-imidazolin-2-yl)-phenols (R4NNOH) are obtained by the reaction of N-alkyl diaminoethane-1,2 and 2-hydroxybenzoic acid esters.In contrast to many other copper(II) complexes with the donor set N2O22- (A),
O- and N-Alkylsubstituted 2-(2'-Hydroxyphenyl)-benzimidazoles and -1,3,4-Oxadiazoles as Complexing and Extracting Agents for Copper-II-Ions
Beger, J.,Wagner, G.,Uhlig, E.,Dinjus, U.
, p. 708 - 718 (2007/10/02)
2-(2'-Alkoxyphenyl)-benzimidazoles 1, 1-alkyl-2-(2'-hydroxyphenyl)-benzimidazoles 2, 2-(2'-hydroxy-4'-alkoxyphenyl)-benzimidazoles 3, 2-(2',4'-dialkoxyphenyl)-benzimidazoles 4 and 1-alkyl-2-(2'-hydroxy-5'-nitrophenyl)-benzimidazoles 7 are synthesized by condensation of 2-hydroxybenzoic acid derivatives and o-phenylendiamine or its derivatives.Alkyl chains (C4, C8 or C12) are introduced by alkylation before or after the ring closure in order to increase the solubility of the reagent in toluene or n-octane.Furthermore the extraction properties of the benzimidazoles are investigated.Also some new analogous compounds of the benzothiazole and the 1,3,4-oxadiazole series were synthesized.
