78277-30-2

Upstream product

• 2834-05-1 11-bromoundecanoic acid 
• 100-51-6 benzyl alcohol 
• 15949-84-5 11-bromoundecanoyl chloride 

Downstream Products

• 142504-49-2 benzyl 11-<4-(allyloxycarbonyl)phenyloxy>undecanoate 
• 888616-13-5 benzyl 22-carboxy-12-thiadocosanoate 
• 812631-33-7 2,5-dihydroxy-benzoic acid 10-benzyloxycarbonyl-decyl ester 
• 1202041-14-2 benzyl 11-(2-nitrophenylthio)undecanoate 
• 1228435-27-5 benzyl 11-{4-[(4-methoxybenzyloxy)carbamoyl]phenoxy}undecanoate 
• 1356258-28-0 C₃₀H₃₆O₄ 
• 1356258-31-5 C₃₆H₄₆O₆ 
• 1353639-25-4 C₄₃H₅₀N₂O₄ 
• 1353639-26-5 C₃₆H₄₄N₂O₄ 
• 1127645-17-3 [11-(benzyloxy)-11-oxoundecyl]triphenylphosphonium bromide 

Relevant academic research and scientific papers

Synthesis and antibacterial activity of pyridinium-tailored aromatic amphiphiles

In this Letter, the antibacterial activities of pyridinium-tailored aromatic amphiphiles were evaluated by turbidimeter tests in vitro. The bioassays revealed that most of the target compounds exhibit appreciable inhibition activities against the plant pathogenic bacteria Xanthomonas oryzae pv. oryzae, Ralstonia solanacearum, and Xanthomonas axonopodis pv. citri. The half-maximal effective concentrations (EC50) of 2-NP-10, 9-AP-10, and 9-AP-7 against these three bacteria were relatively high, which may be ascribed to the favourable hydrophobicity/hydrophilicity balance in these compounds. Our results suggest that pyridinium-tailored aromatic amphiphiles are promising bactericide candidates against plant bacterial diseases.

Synthesis, Surface Activity, and Biological Activities of Phosphonium and Metronidazole Salts

A series of phosphonium amphiphilic compounds was synthesized. Cationic parts of molecules contain triphenylphosphonium moieties. Lipophilic parts of compounds are represented by straight alkyl chain or the alkyl chains which are ornamented by benzyl or metronidazole. The physicochemical properties of phosphonium amphiphilic compounds were investigated by the measurements of surface tension and conductivity. The critical micelle concentration (cmc), the surface tension value at the cmc (γcmc), the surface area at the surface saturation per head group (Acmc) were determined. The lowest cmc value was determined for phosphonium salts with straight dodecyl alkyl chain. Its value was 1.5 × 10?3 mol dm?3. Surface tension at the cmc decreases with the addition of bulky moieties (benzyl, radical from metronidazol) at the end of alkyl chains. Biological activities of compounds were studied on human erythrocytes and strains of Acanthamoeba lugdunensis and Acanthamoeba quina. Dodecyltriphenylphosphonium bromide showed the highest activity against Acanthamoeba. To the best of our knowledge, it is the first compound of the group of phosphonium amphiphiles, which exhibited high activity against Acanthamoeba. The determined structure–activity relationship indicated nonspecific trophocidal and hemolytic activity that depends on physicochemical properties of the studied compounds.

Synthesis and biodistribution studies of 99mTc labeled fatty acid derivatives prepared via “Click approach” for potential use in cardiac imaging

123I-Iodophenylpentadecanoic acid (IPPA) is a metabolic agent used in nuclear medicine for diagnosis of myocardial defects. Efforts are underway worldwide to develop a 99mTc substitute of the above radiopharmaceutical for the aforementioned application. Herein, we report synthesis and biodistribution studies of 99mTc labeled fatty acids (8, 11, and 15 carbons) obtained via “click chemistry” for its potential use in myocardial imaging. ω-Bromo fatty acids (8C/11C/15C) were synthetically modified at bromo terminal to introduce a heterocyclic triazole with glycine sidearm in a five step procedure. Modified fatty acids were subsequently radiolabeled with preformed [99mTc(CO)3]+ synthon to yield the desired fatty acid complexes which were evaluated in Swiss mice. All the radiolabeled complexes were obtained with radiochemical purities >80%, as characterized by HPLC. Biodistribution studies of all three complexes in Swiss mice showed myocardial uptake of ~6-9% ID/g at 2?minutes post-injection, close to*I-IPPA (~9% ID/g). Complexes exhibited significant retention in the myocardium up to 30?minutes (~1% ID/g) but were lower to the standard agent (~7% ID/g). Similar uptake of activity in myocardium for the newly synthesized complexes in comparison to 125I-IPPA along with favorable in vivo pharmacokinetics merits potential for the present “click” design of complexes for myocardial imaging.

FATTY ACIDS AND THEIR USE IN CONJUGATION TO BIOMOLECULES

The invention provides a conjugate comprising a biomolecule linked to a fatty acid via a linker wherein the fatty acid has the following Formulae A1, A2 or A3: wherein R1, R2, R3, R4, Ak, n, m and p are defined herein. The invention also relates to a method for manufacturing the conjugate of the invention such as GDF15 conjugate, and its therapeutic uses such as treatment or prevention of metabolic disorders or diseases, type 2 diabetes mellitus, obesity, pancreatitis, dyslipidemia, alcoholic and nonalcoholic fatty liver disease/steatohepatitis and other progressive liver diseases, insulin resistance, hyperinsulinemia, glucose intolerance, hyperglycemia, metabolic syndrome, hypertension, cardiovascular disease, atherosclerosis, peripheral arterial disease, stroke, heart failure, coronary heart disease, diabetic complications (including but not limited to chronic kidney disease), neuropathy, gastroparesis and other metabolic disorders. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

Supramolecular architectures from bent-core dendritic molecules

Control of the self-assembly of small molecules to generate architectures with diverse shapes and dimensions is a challenging research field. We report unprecedented results on the ability of ionic, bent dendritic molecules to aggregate in water. A range of analytical techniques (TEM, SEM, SAED, and XRD) provide evidence of the formation of rods, spheres, fibers, helical ribbons, or tubules from achiral molecules. The compact packing of the bent-core structures, which promotes the bent-core mesophases, also occurs in the presence of a poor solvent to provide products ranging from single objects to supramolecular gels. The subtle balance of molecule/solvent interactions and appropriate molecular designs also allows the transfer of molecular conformational chirality to morphological chirality in the overall superstructure. Functional motifs and controlled morphologies can be combined, thereby opening up new prospects for the generation of nanostructured materials through a bottom-up strategy.

Self-assembly of pyridinium-functionalized anthracenes: Molecular-skeleton-directed formation of microsheets and microtubes

Two amphiphilic regioisomers, 9-AP (1-[11-(9-anthracenylmethoxy)-11- oxoundecyl]pyridinium bromide), and 2-AP (1-[11-(2-anthracenyl methoxy)-11-oxoundecyl]pyridinium bromide), were synthesized and their assembly behaviors were studied. Due to the anisotropic features of the anthracene structure, different substituted positions on the anthracene ring lead 9-AP and 2-AP to adapt "shaver" and "spatula"-like molecular shapes, respectively, which consequently dictate the structure of their final assemblies. While "shaver"-shaped 9-AP assembled into microsheets, driven by π-π interactions, "spatula"-shaped 2-AP assembled into microtubular structures, promoted primarily by charge-transfer interactions. Self-assembly: Two anthracene-based amphiphilic regioisomers, 9-AP and 2-AP, were synthesized. Due to the anisotropy of the anthracene structure, different substitutions on anthracene rings led 9-AP and 2-AP to adapt different molecular structures and self-assembled morphologies (see figure). While "shaver"-shaped 9-AP assembled into microsheets through π-π interactions, "spatula"-shaped 2-AP transformed into microtubes due to charge-transfer interactions.

Liquid crystalline 4-(2,3 Dihydroxypropoxy) diphenyl 4-n-alcoxy acids

4-(2,3 Dihydroxypropoxy) diphenyl 4-oxy-hexanoic acid and 4-(2,3 dihydroxypropoxy) diphenyl 4-oxy-undecanoic acid have been synthesized and analyzed by IR and NMR experiments. The liquid crystalline character and the phase transitions of these two acids have been studied by differential scanning calorimetry (DSC) and variable temperature X-ray diffraction (VTXRD). These two liquid crystalline monomers are designed to be flexible, rigid and polyfunctional, so that they can be used in the synthesis of new macromolecules with side chain liquid crystals.

Synthesis of bifunctional hydroxamic acids as novel ligands for the hydrophilic stabilization of iron oxide nanoparticles

A general method for synthesizing bifunctional hydroxamic acids containing carboxylic acid or amino functionalities is reported. Various products from simple alkyl to complex dendrimer-like structures are described. Such molecules have recently been used in ligand-exchange reactions for the hydrophilic stabilization of originally oleic acid protected iron oxide nanoparticles. Georg Thieme Verlag Stuttgart · New York.

Synthesis and preliminary biological studies of hemifluorinated bifunctional bolaamphiphiles designed for gene delivery

The multistep synthesis of a new series of dissymmetric hemifluorocarbon bolaamphiphiles designed for gene transport is described. The dissymmetric functionalization of diiodoperfluoroctane leads to bolaamphiphile molecules composed of a partially fluorocarbon core end-capped with a glycoside and an ammonium salt derived from histidine or lysine. Initial biological results indicate that one of the bolaamphiphile - end-capped with a lysine and a lactobionamide residue - induces a remarkably low cytotoxicity on COS-7 cells and, when self-assembled with DNA plasmid, generates a significant in vitro transfection efficiency without the addition of any fusogenic lipid. the Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2006.