Journal
ORGANIC LETTERS
Volume 12, Issue 13, Pages 2928-2931Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100934z
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Funding
- F.W.O.
- Stichting tegen Kanker
- Cancer Research Technologies
- Cancer Research Institute
- NIH [AI074952]
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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.
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