- Borinic acid-catalyzed stereo- and site-selective synthesis of β-glycosylceramides
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A method for activation of unprotected ceramides towards stereo- and site-selective glycosylation is described. Two-point binding of a diarylborinic acid catalyst to the ceramide accelerates its reactions with 'armed' glycosyl methanesulfonate donors, resulting in the formation of a β-glycosidic linkage at the primary OH group.
- D'Angelo, Kyan A.,Taylor, Mark S.
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p. 5978 - 5980
(2017/07/10)
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- Efficient syntheses of a series of glycosphingolipids with 1,2-trans-glycosidic linkages
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A series of glycosphingolipids with 1,2-trans-glycosidic linkages were synthesized in the presence of neighboring group participation using trichloroacetimidates as glycosyl donors and an azido-sphingosine as the glycosyl acceptor. During the preparation
- Liu, Yunpeng,Ding, Ning,Xiao, Hualing,Li, Yingxia
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p. 471 - 489
(2007/10/03)
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- Inhibitory activity of a ceramide library on interleukin-4 production from activated T cells
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Allergic diseases are hypersensitivity disorders associated with the production of specific immunoglobulin E (IgE) to environmental allergens. Interleukin (IL)-4, produced primarily by CD4+ T cells, is an important stimulus for the switch of th
- Park, Jin,Li, Qian,Chang, Young-Tae,Kim, Tae Sung
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p. 2589 - 2595
(2007/10/03)
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- CD1a-binding glycosphingolipids stimulating human autoreactive T-cells: Synthesis of a family of sulfatides differing in the acyl chain moiety
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Native sulfatide (a mixture of 3-sulfated β-D-galactopyranosylceramides with different fatty acids at the ceramide moiety) is an antigen presented by CD1a proteins. Herein the preparation of four sulfatides, which are constituents of the natural mixture a
- Compostella, Federica,Franchini, Laura,De Libero, Gennaro,Palmisano, Giovanni,Ronchetti, Fiamma,Panza, Luigi
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p. 8703 - 8708
(2007/10/03)
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- The synthesis and biological characterization of a ceramide library
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A facile synthesis of a combinatorial ceramide library and their activities in the NF-κB pathway and in apoptosis induction/prevention were demonstrated. A novel NF-κB activating molecule was discovered among ceramide containing β-galactose, and the structural requirements of ceramides for apoptosis induction was elucidated. Copyright
- Chang, Young-Tae,Choi, Jaehwa,Ding, Sheng,Prieschl, Eva E.,Baumruker, Thomas,Lee, Jae-Mok,Chung, Sung-Kee,Schultz, Peter G.
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p. 1856 - 1857
(2007/10/03)
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- A Convenient Synthesis of Galactocerebroside Using D-Glucosamine as a Chiral Source of the Ceramide Moiety
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Galactocerebroside has been efficiently synthesized in 11 steps starting from N-benzoyl-D-glucosamine via 3-O-benzoylceramide with minimal manipulations of protecting groups.
- Murakami, Teiichi,Minamikawa, Hiroyuki,Hato, Masakatsu
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p. 1875 - 1876
(2007/10/02)
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- SYNTHESES OF D-ERYTHRO-1-DEOXYDIHYDROCERAMIDE-1-SULFONIC ACID AND PHOSPHONOSPHINGOGLYCOLIPID FOUND IN MARINE ORGANISM VIA A COMMON PRECURSOR
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D-Erythro-1-deoxydihydroceramide-1-sulfonic acid, isolated from alkali-stable hydrogenated lipids in a non-photosynthetic marine diatom, Nitzschia alba, and (2S,3R)-N-palmitoyl-1-O--β-D-galactopyranosyl>-D-sphingosine, found in marine snail Turbo cornutus were synthesized via a common precursor (10) starting from galactose.
- Ohashi, Kinji,Kosai, Shunji,Arizuka, Mitsuo,Watanabe, Takashi,Yamagiwa, Yoshiro,et al.
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p. 2557 - 2570
(2007/10/02)
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