109786-74-5

Upstream product

• 156147-59-0 4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane 
• 5660-54-8 [2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol 
• 14289-62-4 1-(allyloxymethyl)-4-methoxybenzene 
• 824-94-2 p-methoxybenzyl chloride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 109786-73-4 (S)-4-[(4-methoxybenzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane 
• 109786-76-7 (R)-4-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolane 
• 121-44-8 triethylamine 
• 14347-78-5 1,2-O-isopropylidene-D-glycerol 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 2746-25-0 p-Methoxybenzyl bromide 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 

Downstream Products

• 302783-31-9 1-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propan-2-ol 
• 121289-23-4 p-methoxybenzyloxyacetaldehyde 
• 848486-68-0 4-(4-methoxybenzyloxy)but-2-enoic acid methyl ester 
• 848486-82-8 4-(4-methoxybenzyloxy)[2-13C]but-2-enoic acid methyl ester 
• 848486-81-7 4-(4-methoxybenzyloxy)[1-13C]but-2-enoic acid methyl ester 
• 1122090-99-6 2-acetoxy-3-(4-methoxybenzyloxy)propyl tosylate 
• 1215226-77-9 C₁₈H₂₂O₆S 
• 1215226-78-0 C₁₈H₂₂O₆S 
• 1299293-72-3 (4R)-4-benzyl-3-{(2R,3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-[(4-methoxybenzyl)oxy]-2-methylbutanoyl}-1,3-oxazolidin-2-one 
• 1299293-73-4 ethyl (2E,4S,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-6-[(4-methoxybenzyl)oxy]-4-methylhex-2-enoate 
• 1299293-74-5 ethyl (4S,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-6-[(4-methoxybenzyl)oxy]-4-methylhexanoate 
• 1299293-75-6 (4S,5R)-5-{[tert-butyl(dimethyl)silyl]oxy}-6-[(4-methoxybenzyl)oxy]-4-methylhexanoic acid 
• 1299293-79-0 (1R,2S)-1-[2-(benzyloxy)ethyl]-2-methylpent-4-en-1-yl (4S,5R)-5-{[tert-butyl(dimethyl)-silyl]oxy}-6-[(4-methoxybenzyl)oxy]-4-methylhexanoate 
• 1299293-80-3 (2R,3S)-2-(2-(benzyloxy)ethyl)-6-((3S,4R)-4-tert-butyldimethylsilyloxy-5-(4-methoxybenzyloxy)-3-methylpentyl)-3-methyl-3,4-dihydro-2H-pyran 

Relevant academic research and scientific papers

Stereoselective synthesis of the head group of archaeal phospholipid PGP-Me to investigate bacteriorhodopsin-lipid interactions

Phosphatidylglycerophosphate methyl ester (PGP-Me), a major constituent of the archaeal purple membrane, is essential for the proper proton-pump activity of bacteriorhodopsin (bR). We carried out the first synthesis of the bisphosphate head group of PGP-M

Next generation macrocyclic and acyclic cationic lipids for gene transfer: Synthesis and in vitro evaluation

Previously we reported the synthesis and in vitro evaluation of four novel, short-chain cationic lipid gene delivery vectors, characterized by acyclic or macrocyclic hydrophobic regions composed of, or derived from, two 7-carbon chains. Herein we describe

Trifunctional lipid probes for comprehensive studies of single lipid species in living cells

Lipid-mediated signaling events regulate many cellular processes. Investigations of the complex underlying mechanisms are difficult because several different methods need to be used under varying conditions. Here we introduce multifunctional lipid derivatives to study lipid metabolism, lipid-protein interactions, and intracellular lipid localization with a single tool per target lipid. The probes are equipped with two photoreactive groups to allow photoliberation (uncaging) and photo-cross-linking in a sequential manner, as well as a click-handle for subsequent functionalization. We demonstrate the versatility of the design for the signaling lipids sphingosine and diacylglycerol; uncaging of the probe for these two species triggered calcium signaling and intracellular protein translocation events, respectively. We performed proteomic screens to map the lipid-interacting proteome for both lipids. Finally, we visualized a sphingosine transport deficiency in patient-derived Niemann-Pick disease type C fibroblasts by fluorescence as well as correlative light and electron microscopy, pointing toward the diagnostic potential of such tools. We envision that this type of probe will become important for analyzing and ultimately understanding lipid signaling events in a comprehensive manner.

Facile chelation-controlled reductive opening of methoxybenzylidene acetals with Bu3SnH and MgBr2. Regioselective protection strategy as MPM ethers

A mild and efficient regioselective reductive opening of methoxybenzylidene acetals using a combination of Bu3SnH and MgBr2·OEt2, mainly via five-membered chelation intermediates is described. This reaction was applied to synthetic intermediates of myriaporon and tedanolide. (C) 2000 Elsevier Science Ltd.

The Chiral Target of Daptomycin Is the 2R,2′S Stereoisomer of Phosphatidylglycerol

Daptomycin (dap) is an important antibiotic that interacts with the bacterial membrane lipid phosphatidylglycerol (PG) in a calcium-dependent manner. The enantiomer of dap (ent-dap) was synthesized and was found to be 85-fold less active than dap against

Development of isotope-enriched phosphatidylinositol-4- And 5-phosphate cellular mass spectrometry probes

Synthetic phosphatidylinositol phosphate (PtdInsPn) derivatives play a pivotal role in broadening our understanding of PtdInsPnmetabolism. However, the development of such tools is reliant on efficient enantioselective and regioselective synthetic strategies. Here we report the development of a divergent synthetic route applicable to the synthesis of deuterated PtdIns4Pand PtdIns5Pderivatives. The synthetic strategy developed involves a key enzymatic desymmetrisation step using Lipozyme TL-IM. In addition, we optimised the large-scale synthesis of deuteratedmyo-inositol, allowing for the preparation of a series of saturated and unsaturated deuterated PtdIns4Pand PtdIns5Pderivatives. Experiments in MCF7 cells demonstrated that these deuterated probes enable quantification of the corresponding endogenous phospholipids in a cellular setting. Overall, these deuterated probes will be powerful tools to help improve our understanding of the role played by PtdInsPnin physiology and disease.

DRUG CONTAINING TARGETING LIPOSOMES

Described herein are novel, modified targeting peptides which can be incorporated within liposomes. Additionally, described herein are liposomes containing the modified targeting peptides. Liposomes preferably comprise a lipid-based bilayer and at least o

CANNABINOID CONTAINING TARGETING LIPOSOMES

Described herein are liposomes containing modified targeting peptides. Liposomes preferably comprise a lipid-based bilayer and at least one cannabinoid. Also provided herein are methods for making the liposomes, and methods for treatment of diseases of th

Stereospecific synthesis of phosphatidylglycerol using a cyanoethyl phosphoramidite precursor

Phosphatidylglycerols (PG) are a family of naturally occurring phospholipids that are responsible for critical operations within cells. PG are characterized by an (R) configuration in the diacyl glycerol backbone and an (S) configuration in the phosphoglycerol head group. Herein, we report a synthetic route to provide control over the PG stereocenters as well as control of the acyl chain identity.

Total Synthesis of the Congested, Bisphosphorylated Morganella morganii Zwitterionic Trisaccharide Repeating Unit

Zwitterionic polysaccharides (ZPSs) activate T-cell-dependent immune responses by major histocompatibility complex class II presentation. Herein, we report the first synthesis of a Morganella morganii ZPS repeating unit as an enabling tool in the synthesis of novel ZPS materials. The repeating unit incorporates a 1,2-cis-α-glycosidic bond; the problematic 1,2-trans-galactosidic bond, Gal-β-(1 → 3)-GalNAc; and phosphoglycerol and phosphocholine residues which have not been previously observed together as functional groups on the same oligosaccharide. The successful third-generation approach leverages a first in class glycosylation of a phosphoglycerol-functionalized acceptor. To install the phosphocholine unit, a highly effective phosphocholine donor was synthesized.