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Synthesis of Amino Core Compounds of Galactosyl Phytosyl Ceramide Analogs for Developing iNKT-cell Inducers

Yin-Cheng Huang, Li-Wu Chiang, Kai-Shiang Chang, Wen-Chin Su, Yi-Hsian Lin, Kee-Ching Jeng, Kun-I Lin, Kuo-Yen Liao, Ho-Lein Huang, Chung-Shan Yu

Molecules. 2012 Mar 12;17(3):3058-81.

PMID: 22410417

Abstract:

1-Aminophytosphingosine and 6-aminogalactosyl phytosphingosine were prepared in 61% and 40% yield libraries with 44 carboxylic acids showed that a 4-butylbenzoic acid-derived product exe, respectively. Glycosylation using benzoyl-protected lipid resulted in better a-selectivity for ceramide analogs, but the yield was less than that obtained with benzyl moieties. Screening the amide rted less cytotoxicity. These analogs were purified for validation of immunological potencies and the a-GalCer analog but not the sphingosine analog stimulated human iNKT cell population.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP20651712 4-Butylbenzoic acid 4-Butylbenzoic acid 20651-71-2 Price
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