109786-74-5Relevant articles and documents
Stereoselective synthesis of the head group of archaeal phospholipid PGP-Me to investigate bacteriorhodopsin-lipid interactions
Cui, Jin,Kawatake, Satoshi,Umegawa, Yuichi,Lethu, Sbastien,Yamagami, Masaki,Matsuoka, Shigeru,Sato, Fuminori,Matsumori, Nobuaki,Murata, Michio
, p. 10279 - 10284 (2015)
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
Trifunctional lipid probes for comprehensive studies of single lipid species in living cells
H?glinger, Doris,Nadler, André,Haberkant, Per,Kirkpatrick, Joanna,Schifferer, Martina,Stein, Frank,Hauke, Sebastian,Porter, Forbes D.,Schultz, Carsten
, p. 1566 - 1571 (2017)
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.
The Chiral Target of Daptomycin Is the 2R,2′S Stereoisomer of Phosphatidylglycerol
Moreira, Ryan,Taylor, Scott D.
, (2021/12/09)
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
CANNABINOID CONTAINING TARGETING LIPOSOMES
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Page/Page column 9-10, (2021/03/05)
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
Storch, Judith,Struzik, Zachary J.,Thompson, David H.,Weerts, Ashley N.
, (2020/07/03)
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.