123126-40-9

Upstream product

• 4142-98-7 ethyl 3,5-dihydroxybenzoate 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 143-15-7 1-dodecylbromide 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 123126-38-5 3,5-bis-dodecyloxy-benzoic acid methyl ester 
• 148172-12-7 3,5-Bis(dodecyloxy)benzoesaureethylester 

Downstream Products

• 1358816-98-4 C₃₉H₅₇F₁₃O₄ 
• 852043-04-0 3,5-bis(dodecyloxy)-N-(4H-1,2,4-triazol-4-yl)benzamide 
• 1235584-52-7 2,2-bis(hydroxymethyl)propane-1,3-diyl bis(3,5-bis(dodecyloxy)benzoate) 

Relevant academic research and scientific papers

One-Component Multifunctional Sequence-Defined Ionizable Amphiphilic Janus Dendrimer Delivery Systems for mRNA

Efficient viral or nonviral delivery of nucleic acids is the key step of genetic nanomedicine. Both viral and synthetic vectors have been successfully employed for genetic delivery with recent examples being DNA, adenoviral, and mRNA-based Covid-19 vaccines. Viral vectors can be target specific and very efficient but can also mediate severe immune response, cell toxicity, and mutations. Four-component lipid nanoparticles (LNPs) containing ionizable lipids, phospholipids, cholesterol for mechanical properties, and PEG-conjugated lipid for stability represent the current leading nonviral vectors for mRNA. However, the segregation of the neutral ionizable lipid as droplets in the core of the LNP, the "PEG dilemma", and the stability at only very low temperatures limit their efficiency. Here, we report the development of a one-component multifunctional ionizable amphiphilic Janus dendrimer (IAJD) delivery system for mRNA that exhibits high activity at a low concentration of ionizable amines organized in a sequence-defined arrangement. Six libraries containing 54 sequence-defined IAJDs were synthesized by an accelerated modular-orthogonal methodology and coassembled with mRNA into dendrimersome nanoparticles (DNPs) by a simple injection method rather than by the complex microfluidic technology often used for LNPs. Forty four (81%) showed activity in vitro and 31 (57%) in vivo. Some, exhibiting organ specificity, are stable at 5 °C and demonstrated higher transfection efficiency than positive control experiments in vitro and in vivo. Aside from practical applications, this proof of concept will help elucidate the mechanisms of packaging and release of mRNA from DNPs as a function of ionizable amine concentration, their sequence, and constitutional isomerism of IAJDs.

Screening Libraries of Amphiphilic Janus Dendrimers Based on Natural Phenolic Acids to Discover Monodisperse Unilamellar Dendrimersomes

Natural, including plant, and synthetic phenolic acids are employed as building blocks for the synthesis of constitutional isomeric libraries of self-assembling dendrons and dendrimers that are the simplest examples of programmed synthetic macromolecules.

Columnar liquid crystalline self-assembly of hydrogen-bonded rod-coil diblock complexes created from pyrazole/benzoic acid derivatives

We synthesized hydrogen-bonded rod-coil diblock complexes having both a rigid rod and a flexible coil by combining bithiophene-conjugated pyrazole derivatives and alkoxy-substituted benzoic acid derivatives. Their self-assembled nanostructures were investigated using polarized optical microscopy, molecular modeling, and X-ray scattering in liquid crystalline (LC) state. They form different types of supramolecularLCphases depending on the numbers and lengths of alkoxy substituents in the benzoic acids. Diblock complexes with low volume ratios of aliphatic coils to rod segments (dioctyloxy chains) self-assembled into lamellar phases; systems with higher ratios (didodecyloxy, trioctyloxy, and tridodecyloxy chains) formed columns. In these columnar structures, two pyrazoles and two benzoic acids formed an aromatic tetramer core through N-H···O and O-H···N hydrogen bonds. Two sets of aromatic tetramers surrounded by flexible aliphatic chains were then stacked to give columnar phases. These are novel examples of supramolecular LC structures comprising hydrogen-bonded pyrazole-benzoic acid derivatives with tetrameric rigid aromatic scaffolds.

Modular synthesis of amphiphilic Janus glycodendrimers and their self-assembly into glycodendrimersomes and other complex architectures with bioactivity to biomedically relevant lectins

The modular synthesis of 7 libraries containing 51 self-assembling amphiphilic Janus dendrimers with the monosaccharides d-mannose and d-galactose and the disaccharide d-lactose in their hydrophilic part is reported. These unprecedented sugar-containing dendrimers are named amphiphilic Janus glycodendrimers. Their self-assembly by simple injection of THF or ethanol solution into water or buffer and by hydration was analyzed by a combination of methods including dynamic light scattering, confocal microscopy, cryogenic transmission electron microscopy, Fourier transform analysis, and micropipet-aspiration experiments to assess mechanical properties. These libraries revealed a diversity of hard and soft assemblies, including unilamellar spherical, polygonal, and tubular vesicles denoted glycodendrimersomes, aggregates of Janus glycodendrimers and rodlike micelles named glycodendrimer aggregates and glycodendrimermicelles, cubosomes denoted glycodendrimercubosomes, and solid lamellae. These assemblies are stable over time in water and in buffer, exhibit narrow molecular-weight distribution, and display dimensions that are programmable by the concentration of the solution from which they are injected. This study elaborated the molecular principles leading to single-type soft glycodendrimersomes assembled from amphiphilic Janus glycodendrimers. The multivalency of glycodendrimersomes with different sizes and their ligand bioactivity were demonstrated by selective agglutination with a diversity of sugar-binding protein receptors such as the plant lectins concanavalin A and the highly toxic mistletoe Viscum album L. agglutinin, the bacterial lectin PA-IL from Pseudomonas aeruginosa, and, of special biomedical relevance, human adhesion/growth-regulatory galectin-3 and galectin-4. These results demonstrated the candidacy of glycodendrimersomes as new mimics of biological membranes with programmable glycan ligand presentations, as supramolecular lectin blockers, vaccines, and targeted delivery devices.

Self-assembly and liquid-crystalline supramolecular organizations of semifluorinated block co-dendritic supermolecules

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

Mesomorphic behaviour of N-benzoyl-N′-aryl thioureas liquid crystalline compounds

A series of N-benzoyl-N′-aryl thiourea derivatives bearing alkoxy groups in terminal positions have been prepared and investigated for their potential liquid crystals properties. It was found that only the compounds which have only two alkoxy chains show calamitic mesomorphic behaviour, with nematic, smectic A and C phases being displayed. The type and stability of these mesophases are greatly influenced by the alkyl chain length. Successive introduction of additional alkoxy groups on the benzoyl moiety led to a significant decrease of the clearing points and suppression of the mesogenic character. Using of branched alkyl chain, 2-ethyl-hexyl, instead of normal alkyl group, led to the disappearance of mesogenic behaviour together with the lowering of the clearing temperature. The influence of chain length and number of chains is discussed.

PERYLENE TETRACARBOXIMIDE DERIVATIVES FOR PHOTOVOLTAIC DEVICES

The compounds of the present invention are represented by the following formula (I): wherein M is represented by the following formula: with R1, R2, R3, R4, R5, R6, R7, R8, R10, R11, X1, X2, X3, L, a, b, c, d, e, x, y, and z defined herein.

Self-association of bis-dendritic organogelators: The effect of dendritic architecture on multivalent cooperative interactions

A series of bis-dendritic gelators consisting of a benzamide dendron and an alkyl dendron were synthesized to investigate the dendritic effect on self-assembly. The gelators with a firstgeneration benzamide (benzamide-G1) dendron or a first-generation alkyl (alkyl-G1) dendron formed stable gels in most aromatic solvents, and their self-assembled fibrillar networks were imaged by electron microscopy. The unbranched molecule (G0-G0) or the molecule possessing a second-generation benzamide (benzamide-G2) dendron did not form gels. Differential scanning calorimetry, powder X-ray diffraction, and Fourier transform IR studies revealed that introduction of a dendritic branch strongly affected the molecular packing as well as the strength of intermolecular interactions. Furthermore, concentration-dependent diffusion coefficient measurements and the evaluation of association constants by 1H NMR spectroscopy indicated that bis-dendritic gelators with a benzamide-G1 dendron possessed high association constants and formed large aggregates, whereas molecules with a single benzamide formed dimers in chloroform. The formation of self-assembled fibrillar networks was driven by the multivalent and cooperative hydrogen bonding observed in the benzamide- G1 dendrons. π- π stacking of aromatic groups and van der Waals interactions between alkyl chains also played roles in the self-assembly process, thus indicating that a spatial balance between two dendrons is important.

Supramolecular self-organization of "janus-like" diblock codendrimers: Synthesis, thermal behavior, and phase structure modeling

We report on the design and synthesis of three series of segmented amphiphilic block codendrimers. and on their self-organizing behavior in liquid-crystalline mesophases. Connecting two prefunctionalized monodendrons, each differing in their chemical cons

Bisfunctionalized Janus molecules

(Matrix Presented) Bisfunctionalized dendritic multiester molecules were synthesized by combined protection-deprotection and divergent-convergent- divergent sequences in high yields leading to dendritic molecules that combine two functionally different su