182002-00-2

Upstream product

• 554-95-0 benzene-1,3,5-tricarboxylic acid 
• 1453090-33-9 tri-tert-butyl 2,2',2''-(benzenetricarboxyltrisglycine) 
• 4422-95-1 1,3,5-benzene tris(carbonyl chloride) 

Downstream Products

• 196307-79-6 {3,5-Bis-[(2,5-dioxo-pyrrolidin-1-yloxycarbonylmethyl)-carbamoyl]-benzoylamino}-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester 

Relevant academic research and scientific papers

Structure of N,N′,N″-tris(carboxymethyl)-1,3,5-benzenetricarboxamide trihydrate

The title compound, C15H15N3O9·3H2O, crystallizes in the centrosymmetric space group R3 with a = 13.642(5), b = 13.642(5), c = 18.692(5) A, Dcalc = 1.440 g cm3, and z = 6. An ext

Mimicry of high-density lipoprotein: Functional peptide-lipid nanoparticles based on multivalent peptide constructs

We describe an approach for engineering peptide-lipid nanoparticles that function similarly to high-density lipoprotein (HDL). Branched, multivalent constructs, bearing multiple 23- or 16-amino-acid peptides, were designed, synthesized, and combined with phospholipids to produce nanometer-scale discoidal HDL-like particles. A variety of biophysical techniques were employed to characterize the constructs, including size exclusion chromatography, analytical ultracentrifuge sedimentation, circular dichroism, transmission electron microscopy, and fluorescence spectroscopy. The nanoparticles functioned in vitro (human and mouse plasma) and in vivo (mice) to rapidly remodel large native HDLs into small lipid-poor HDL particles, which are key acceptors of cholesterol in reverse cholesterol transport. Fluorescent labeling studies showed that the constituents of the nanoparticles readily distributed into native HDLs, such that the peptide constructs coexisted with apolipoprotein A-I (apoA-I), the main structural protein in HDLs. Importantly, nanolipid particles containing multivalent peptides promoted efficient cellular cholesterol efflux and were functionally superior to those derived from monomeric apoA-I mimetic peptides. The multivalent peptide-lipid nanoparticles were also remarkably stable toward enzymatic digestion in vitro and displayed long half-lives and desirable pharmacokinetic profiles in mice, providing a real practical advantage over previously studied linear or tandem helical peptides. Encouragingly, a two-week exploratory efficacy study in a widely used animal model for atherosclerosis research (LDLr-null mice) using nanoparticles constructed from a trimeric peptide demonstrated an exceptional 50% reduction in the plasma total cholesterol levels compared to the control group. Altogether, the studies reported here point to an attractive avenue for designing synthetic, HDL-like nanoparticles, with potential for treating atherosclerosis.

1:3 Complex between β-cyclodextrin and dendrimer with three branches involving four glycine and one adamantyl group

The first-generation dendrimer, benzene-sym-tris-N,N,N-carbonyltriglycylglycine N′-1-adamantylamide, was synthesized by a modification of a described procedure. Its complexation with α-, β- and γ-cyclodextrins was studied by NMR. The complexation induced

A Convergent Synthesis of Carbohydrate-Containing Dendimers

The synthesis of carbohydrate-containing dendrimers has been achieved by a convergent grwoth approach.The synthetic strategy involves: 1) the synthesis of the triglucosylated derivative of tris(hydroxymethyl)methylamine (TRIS), 2) the introduction of a glycine-derived spacer and 3,3'-iminodipropionic acid derived branching units on to the TRIS derivative by amide bond formation, 3) condensation of the above saccharide-containing dendrons with a trifunctional 1,3,5-benzenetricarbonyl derivative, used as the core, by formation of amide bonds, and 4) deprotection of the saccharide units.A 9-mer and an 18-mer, carrying nine and eighteen saccharide units at the periphery, respectively, have been synthesized, in high yields at each step, by this synthetic strategy.By a variety of chromatographic and spectroscopic techniques, the dendrimers were shown to be structurally homogeneous, monodisperse, and error-free at all steps in their growth.These investigations were complemented by molecular modeling studies on the dendrimers.The presence of slightly distorted C3 symmetry was noted in both the 9-mer and the 18-mer. - Keywords: carbohydrates; cluster glucosides; convergent syntheses; dendrimers; neoglycoconjugates