145454-62-2Relevant academic research and scientific papers
Total Synthesis of the Congested, Bisphosphorylated Morganella morganii Zwitterionic Trisaccharide Repeating Unit
Keith, D. Jamin,Townsend, Steven D.
supporting information, p. 12939 - 12945 (2019/08/22)
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.
Synthesis of Fluorine-Containing Analogues of 1-Lysoglycerophospholipids via Horner-Wadsworth-Emmons Reaction
Nakao, Michiyasu,Tanaka, Kazue,Kitaike, Syuji,Sano, Shigeki
, p. 3654 - 3661 (2017/08/15)
An efficient method of synthesizing fluorine-containing analogues of 1-lysoglycerophospholipids (1-LPLs) by introducing a palmitoyl moiety starting from bis(2,2,2-trifluoroethyl)phosphonoacetate (Still-Gennari reagent) is described. The method effectively
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
supporting information, p. 10279 - 10284 (2015/10/28)
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
Synthesis and biological evaluation of a novel cardiolipin affinity matrix
Johns, Melloney K.,Yin, Meng-Xin,Conway, Stuart J.,Robinson, Diane E. J. E.,Wong, Leon S.-M.,Bamert, Rebecca,Wettenhall, Richard E. H.,Holmes, Andrew B.
experimental part, p. 3691 - 3697 (2009/10/23)
Cardiolipin (1) is a dimeric phospholipid found in the mitochondrial membranes of both plants and animals. In order to understand better its role, we report the preparation of an immobilised analogue (2) using phosphoramidite chemistry; the probe has been used successfully to bind a recombinant protein containing a cardiolipin-binding domain.
Synthesis and biological activity of anticancer ether lipids that are specifically released by phospholipase A2 in tumor tissue
Andresen, Thomas L.,Jensen, Simon S.,Madsen, Robert,J?rgensen, Kent
, p. 7305 - 7314 (2007/10/03)
The clinical use of anticancer lipids is severely limited by their ability to cause lysis of red blood cells prohibiting intravenous injection. Novel delivery systems are therefore required in order to develop anticancer ether lipids (AELs) into clinicall
