156832-56-3

Upstream product

• 169684-98-4 Phosphorochloridic acid 2-bromo-ethyl ester (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 100-51-6 benzyl alcohol 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 

Downstream Products

• 1208999-50-1 2-azidoethyl benzyl (2,2-dimethyl-1,3-dioxolan-4-yl)methyl phosphate 
• 156832-53-0 (2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2-O-palmitoyl-3-O-<(2-bromoethoxy)benzoxyphosphoryl>glycerol 
• 156832-54-1 (2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2-O-palmitoyl-3-O-phosphatidylcholinylglycerol 
• 156832-59-6 Hexadecanoic acid (R)-1-[benzyloxy-(2-bromo-ethoxy)-phosphoryloxymethyl]-2-trityloxy-ethyl ester 
• 156832-58-5 Phosphoric acid benzyl ester 2-bromo-ethyl ester (R)-2-hydroxy-3-trityloxy-propyl ester 
• 156832-60-9 Hexadecanoic acid (R)-2-[benzyloxy-(2-bromo-ethoxy)-phosphoryloxy]-1-hydroxymethyl-ethyl ester 
• 156832-57-4 Phosphoric acid benzyl ester 2-bromo-ethyl ester (R)-2,3-dihydroxy-propyl ester 

Relevant academic research and scientific papers

HFP fluorinated cationic lipids for enhanced lipoplex stability and gene delivery

Although a great number of cationic lipids have been designed and evaluated as gene delivery systems, there is still a need for improvement of nonviral vectors. Recently, cationic lipids incorporating terminal fluoroalkyl segments ( FHP lipids) have been described to display remarkable transfection potency. Here, we describe the synthesis of a new family of fluorinated triblock cationic lipids in which a fluorous segment lays between the cationic and the lipophilic parts of the molecule ( HFP lipids). The compounds were designed so their self-assembly would offer enhanced resistance toward the host's degradation mechanisms mediated by lipophilic insertion. Self-assembly properties of these cationic lipids were evaluated at the air-water interface where they collapse in a highly ordered liquid phase. The HFP lipids efficiently condense DNA, and the resulting lipoplexes display enhanced resistance to amphiphilic agents when compared to nonfluorinated or FHP cationic lipids. Transfection properties of the fluorinated vectors, alone or as mixtures with different helper lipids (DOPE and a fluorinated analogue of DOPE), were then investigated on different cell lines (BHK-21, HepG2, and HeLa) and compared to those of the reference cationic lipid DOTAP. Data show that impermeabilization of the lipidic phase by fluorous segments alter significantly the gene transfection activities. Remarkably, incorporation of DOPE within the lipoplexes provides the particles with high gene transfection activity without reducing their resistance to amphiphilic agents.

Synthesis of (2R)- and (2S)-β-D-glucopyranos-1-yl-2-O-palmitoyl-3-O-phosphatidylcholinylglyc erol: A new antifungal phosphocholine

The discovery of a new of antifungal agent, a glycosylated phosphatidylcholine, is reported, and the syntheses of the first two members of this series, (2S)-β-D-glucopyranos-1-yl-2-O-palmitoyl-3-O-phosphatidylcholinylglyc erol and (2R)-β-D-glucopyranos-1-yl-2-O-palmitoyl-3-O-phosphatidylcholinylglyc erol, are described. Their activities against the pathogenic fungi Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus are also reported.