An easy α-glycosylation methodology for the synthesis and stereochemistry of mycoplasma α-glycolipid antigens

Scholarly Works

• Pinheiro, L.; Freitas, M.; Branco, P. S. Phosphate-Containing Glycolipids: A Review on Synthesis and Bioactivity. ChemMedChem 2024, e202400315. doi:10.1002/cmdc.202400315
• Labrada, K. P.; Strobl, S.; Eckmair, B.; Blaukopf, M.; Dutkiewicz, Z.; Hykollari, A.; Malzl, D.; Paschinger, K.; Yan, S.; Wilson, I. B. H.; Kosma, P. Zwitterionic Phosphodiester-Substituted Neoglycoconjugates as Ligands for Antibodies and Acute Phase Proteins. ACS chemical biology 2020, 15, 369–377. doi:10.1021/acschembio.9b00794
• Fukuda, K.; Matsuda, K.; Matsuda, S.; Kado, S.; Masu, H.; Dohi, H.; Nishida, Y. Chemosynthetic homologues of Mycoplasma pneumoniae β-glycolipid antigens for the diagnosis of mycoplasma infectious diseases. Bioorganic & medicinal chemistry 2017, 26, 824–832. doi:10.1016/j.bmc.2017.12.046
• Nishida, Y.; Mengfei, Y.; Fujisawa, K.; Kitagawa, S.; Dohi, H.; Uzawa, H. Verification study for an empirical rule in diverse helical conformational behaviors of asymmetric 1,2-diacyl- sn -glycerols in the solution state. Tetrahedron: Asymmetry 2017, 28, 1435–1443. doi:10.1016/j.tetasy.2017.09.021
• Nishida, Y.; Yuan, M.; Fukuda, K.; Fujisawa, K.; Dohi, H.; Uzawa, H. Remarkable functions of sn-3 hydroxy and phosphocholine groups in 1,2-diacyl-sn-glycerolipids to induce clockwise (+)-helicity around the 1,2-diacyl moiety: Evidence from conformation analysis by 1H NMR spectroscopy. Beilstein journal of organic chemistry 2017, 13, 1999–2009. doi:10.3762/bjoc.13.196
• Shah, S.; Nagata, M.; Yamasaki, S.; Williams, S. J. Total synthesis of a cyclopropane-fatty acid α-glucosyl diglyceride from Lactobacillus plantarum and identification of its ability to signal through Mincle. Chemical communications (Cambridge, England) 2016, 52, 10902–10905. doi:10.1039/c6cc05631h
• Yuan, M.; Fukuda, K.; Dohi, H.; Uzawa, H.; Nishida, Y. Comparative analyses of helical properties in asymmetric 1,2-diacyl-sn-glycerols by means of circular dichroism and proton NMR spectroscopies: notable effects of substituting groups at sn-3 position. Tetrahedron: Asymmetry 2015, 26, 1138–1144. doi:10.1016/j.tetasy.2015.08.012
• Mahrwald, R. Organocatalyzed Glycosylation Reactions of Carbohydrates. SpringerBriefs in Molecular Science; Springer International Publishing, 2015; pp 67–93. doi:10.1007/978-3-319-17593-5_4
• Lindhorst, T. K. Multivalent glycosystems for nanoscience. Beilstein journal of organic chemistry 2014, 10, 2345–2347. doi:10.3762/bjoc.10.244
• Ahmadi, S.
• Ahmadi, S. Ph.D. Thesis, Jan 1, 2014.
• Schmalisch, S.; Mahrwald, R. Organocatalyzed Direct Glycosylation of Unprotected and Unactivated Carbohydrates. Organic letters 2013, 15, 5854–5857. doi:10.1021/ol402914v
• Hogendorf, W. F. J.; Jagalski, V.; Pomorski, T. G.; Bols, M.; Cárdenas, M.; Pedersen, C. Synthesis and Thermotropic Phase Behavior of Four Glycoglycerolipids. Molecules (Basel, Switzerland) 2013, 18, 13546–13573. doi:10.3390/molecules181113546
• Arumugam, N.; Rahim, A. S. A.; Hamid, S. A.; Osman, H. Straightforward synthesis of novel 1-(2'-α-O-D-glucopyranosyl ethyl) 2-arylbenzimidazoles. Molecules (Basel, Switzerland) 2012, 17, 9887–9899. doi:10.3390/molecules17089887

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