902136-65-6

Upstream product

• 1158819-55-6 Z-Asp(LeuOMe)LeuOMe 
• 2450-71-7 Propargylamine 
• 4422-95-1 1,3,5-benzene tris(carbonyl chloride) 
• 554-95-0 benzene-1,3,5-tricarboxylic acid 

Downstream Products

• 1158819-42-1 C₈₁H₉₀N₁₈O₃₃ 
• 1158819-43-2 C₁₄₁H₁₇₄N₃₀O₆₉ 
• 1214921-70-6 2,2',2''-benzol-1,3,5-triyltris(5-methyl-1,3-oxazole) 

Relevant academic research and scientific papers

Inhibition of adherence of the yeast Candida albicans to buccal epithelial cells by synthetic aromatic glycoconjugates

The yeast Candida albicans is an opportunistic fungal pathogen which induces superficial and systemic infections in immunocompromised patients. Adherence to host tissue is critical to its ability to colonise and infect the host. The work presented here de

Synthesis of Dendritic Glycoclusters and Their Applications for Supramolecular Gelation and Catalysis

Glycoclusters with three, four, and six arms of glycosyl triazoles were designed, synthesized, and characterized. The self-assembling properties of these molecules and their catalytic activity as ligands in copper-catalyzed azide and alkyne cycloaddition (CuAAC) reactions were studied. The compounds with a lower number of branches exhibit excellent gelation properties and can function as supramolecular gelators. The resulting gels were characterized using optical microcopy and atomic force microscopy. The glycoconjugates containing six branches showed significant catalytic activity for copper sulfate mediated cycloaddition reactions. In aqueous solutions, 1 mol % of glycoclusters to substrates was efficient at accelerating these reactions. Several trimeric compounds were found to be capable of forming co-gels with the catalytically active hexameric compounds. Using the organogels formed by the glycoconjugates as supramolecular catalysts, efficient catalysis was demonstrated for several CuAAC reactions. The metallogels with CuSO4 were also prepared as gel columns, which can be reused for the cycloaddition reactions several times. These include the preparation of a few glycosyl triazoles and aryl triazoles and isoxazoles. We expect that these sugar-based soft biomaterials will have applications beyond supramolecular catalysis for copper-catalyzed cycloaddition reactions. They may also be useful as ligands or gel matrixes for other metal-ion catalyzed organic reactions.

General method for quickly synthesizing bridge-linked bisamide, triamide and tetraamide derivatives through ultrasonic radiation method and application

The invention belongs to the technical field of organic synthesis, specifically discloses bridge-linked bisamide, triamide and tetraamide derivatives and a general method for ultrasonic radiation quick synthesis thereof, and also relates to the applicatio

Polyvalent Azasugar derivatives and its synthetic method

The invention provides derivatives of multivalent azasugar of 3,4,5-trihydroxyl-1-octylpiperidine-2-ketone having a general formula (I), and a synthetic method of the derivatives. According to the derivatives and the preparation method thereof provided by the invention, multivalent azasugar is formed by connecting (3S,4R,5S)-3,4,5-trihydroxyl-1-(8-aminooctyl)piperidine-2-ketone as a monomer with a polyatomic acid or polyacyl chloride, or connecting (3S,4R,5S)-3,4,5-trihydroxyl-1-(8-azidooctyl)piperidine-2-ketone as a monomer with a derivative of a polyatomic acid, polyhydric alcohol or polyacyl chloride The multivalent azasugar synthesized by the method provided by the invention has the potential of serving as a pharmacological molecular chaperone in CMT (Pharmacological Chaperone Molecular therapy) for treating Gaucher disease, and thereby having a high application value.

Synthesis and solvodynamic diameter measurements of closely related mannodendrimers for the study of multivalent carbohydrate-protein interactions

This paper describes the synthesis of three closely related families of mannopyranoside-containing dendrimers for the purpose of studying subtle structural parameters involved in the measurements of multivalent carbohydrate-protein binding interactions. T

Combining glycomimetic and multivalent strategies toward designing potent bacterial lectin inhibitors

As part of ongoing activities toward the design of potent and selective ligands against galactoside-binding proteins from animal, bacterial, and plant lectins, a systematic investigation involving the synthesis and binding evaluations of a series of original β-C-galactopyranoside mimetics is described. The multivalent presentation of partly optimized candidates on various dendritic scaffolds through CuI-catalyzed azide-alkyne cycloaddition (CuAAc) has also been achieved. Biophysical investigations based on isothermal titration calorimetry (ITC) have indicated a dissociation constant in the low micromolar range for the best optimized monovalent conjugate (K d=37 μM). The results thus confirmed that stable C-galactosides could represent efficient synthetic glycomimetics of natural α-linked oligosaccharidic inhibitors of PA-IL lectin (Lec A) from the pathogenic Pseudomonas aeruginosa. Striking enhancements in the avidity of the glycoconjugates were also observed for tri-, hexa-, and nonavalent derivatives, among which the most potent exhibited dissociation constants below 500 nM, corresponding to a 400-fold increase in affinity compared with the β-D-Gal-O-Me used as reference. To deepen our understanding of the binding mode of the best glycomimetics involved in the recognition process, molecular modeling studies, docking calculations, and NMR diffusion measurements have been performed. Although favorable complementary interactions induced by the addition of the hydrophobic aglycon might explain the affinity enhancement, experimental determination of the size and the topology of the multivalent conjugates further supported the formation of aggregative complexes as a major multivalent binding mode. This work represents a systematic and comprehensive study towards a thorough understanding of the protein-carbohydrate interactions involved in Pseudomonas aeruginosa infection, and as such should prove useful for the development of stable and optimized anti-adhesive agents. Copyright

Cyclization of propargylic amides: Mild access to oxazole derivatives

The substrate scope, the mechanistic aspects of the gold-catalyzed oxazole synthesis, and substrates with different aliphatic, aromatic, and functional groups in the side chain were investigated. Even molecules with several propargyl amide groups could easily be converted, delivering di- and trioxazoles with interesting optical properties. Furthermore, the scope of the gold(I)-catalyzed alkylidene synthesis was investigated. Further functionalizations of these isolable intermediates of the oxazole synthesis were developed and chelate ligands can be obtained. The use of Barluenga's reagent offers a new and mild access to the synthetically valuable iodoalkylideneoxazoles from propargylic amides, this reagent being superior to other sources of halogens.

Multi-tier dendrimers with an aromatic core

We report various multi-tier designer dendritic molecules that incorporate an aromatic core and heterocyclic and peptide units. The 5-(azidomethyl)benzene- 1,3-dicarbonyl unit was chosen as the scaffold as this unit allows two identical units and a reacti