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Synthesis and evaluation of amino-modified α-GalCer analogues

(2010) ORGANIC LETTERS. 12(13). p.2928-2931
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Abstract
alpha-GalCer analogues featuring a phytoceramide 3- and 4-amino group have been synthesized. A Mitsunobu reaction involving phthalimide was employed for the introduction of the amino groups at the 3- and 4-positions of suitable phytosphingosine-derived precursors. The influence of these modifications on the interaction with the T-cell receptor of NKT cells was investigated, as well as the capacity of the amino-modified analogues to induce a cytokine response after in vivo administration.
Keywords
CERAMIDE, GALACTOSYLCERAMIDES, VARIANTS, RECOGNITION, SPONGE AGELAS-MAURITIANUS, GLYCOLIPIDS, HUMAN CD1D, T-CELL-RECEPTOR

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Citation

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Chicago
Trappeniers, Matthias, René Chofor, SANDRINE ASPESLAGH, Yali Li, Bruno Linclau, Dirk M Zajonc, Dirk Elewaut, and Serge Van Calenbergh. 2010. “Synthesis and Evaluation of Amino-modified α-GalCer Analogues.” Organic Letters 12 (13): 2928–2931.
APA
Trappeniers, M., Chofor, R., ASPESLAGH, S., Li, Y., Linclau, B., Zajonc, D. M., Elewaut, D., et al. (2010). Synthesis and evaluation of amino-modified α-GalCer analogues. ORGANIC LETTERS, 12(13), 2928–2931.
Vancouver
1.
Trappeniers M, Chofor R, ASPESLAGH S, Li Y, Linclau B, Zajonc DM, et al. Synthesis and evaluation of amino-modified α-GalCer analogues. ORGANIC LETTERS. 2010;12(13):2928–31.
MLA
Trappeniers, Matthias, René Chofor, SANDRINE ASPESLAGH, et al. “Synthesis and Evaluation of Amino-modified α-GalCer Analogues.” ORGANIC LETTERS 12.13 (2010): 2928–2931. Print.
@article{1095024,
  abstract     = {alpha-GalCer analogues featuring a phytoceramide 3- and 4-amino group have been synthesized. A Mitsunobu reaction involving phthalimide was employed for the introduction of the amino groups at the 3- and 4-positions of suitable phytosphingosine-derived precursors. The influence of these modifications on the interaction with the T-cell receptor of NKT cells was investigated, as well as the capacity of the amino-modified analogues to induce a cytokine response after in vivo administration.},
  author       = {Trappeniers, Matthias and Chofor, Ren{\'e} and ASPESLAGH, SANDRINE and Li, Yali and Linclau, Bruno and Zajonc, Dirk M and Elewaut, Dirk and Van Calenbergh, Serge},
  issn         = {1523-7060},
  journal      = {ORGANIC LETTERS},
  keyword      = {CERAMIDE,GALACTOSYLCERAMIDES,VARIANTS,RECOGNITION,SPONGE AGELAS-MAURITIANUS,GLYCOLIPIDS,HUMAN CD1D,T-CELL-RECEPTOR},
  language     = {eng},
  number       = {13},
  pages        = {2928--2931},
  title        = {Synthesis and evaluation of amino-modified \ensuremath{\alpha}-GalCer analogues},
  url          = {http://dx.doi.org/10.1021/ol100934z},
  volume       = {12},
  year         = {2010},
}

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