853013-13-5Relevant academic research and scientific papers
Syntheses and biological activities of KRN7000 analogues having aromatic residues in the acyl and backbone chains with varying stereochemistry
Park, Jeong-Ju,Lee, Ji Hyung,Seo, Kyung-Chang,Bricard, Gabriel,Venkataswamy, Manjunatha M.,Porcelli, Steven A.,Chung, Sung-Kee
supporting information; scheme or table, p. 814 - 818 (2010/06/16)
KRN7000 is an important ligand identified for CD1d protein of APC, and KRN7000/CD1d complex can stimulate NKT cells to release a broad range of bioactive cytokines. In an effort to understand the structure-activity relationships, we have carried out synth
An efficient synthesis of D-ribo- and L-lyxo-phytosphingosine from D-tartaric acid
Lu, Xuequan,Bittman, Robert
, p. 3165 - 3168 (2007/10/03)
The preparations of D-ribo- and L-lyxo-phytosphingosines (1, 2) are described. Chelation-controlled addition of tetradecylmagnesium bromide to pentylidene-protected D-threitol aldehyde 6 afforded the key intermediate tetrol 7, providing the desired L-lyxo stereochemistry of phytosphingosine. Inversion at C4 of intermediate 7 provided the D-ribo stereochemistry.
