Synthesis of all stereoisomers of KRN7000, the CD1d-binding NKT cell ligand.
KRN7000 is an important ligand identified for CD1d protein of APC, and KRN7000/CD1d complex can stimulate NKT cells to release Th1 and Th2 cytokines. In an effort to understand the structure-activity relationships, we have carried out the synthesis of a complete set of the eight KRN7000 stereoisomers, and their biological activities have been examined.
Park
Jeong-Ju
JJ
Department of Chemistry, Pohang University of Science and Technology, Pohang 790-784, Republic of Korea.
Lee
Ji Hyung
JH
Ghosh
Subhash C
SC
Bricard
Gabriel
G
Venkataswamy
Manjunatha M
MM
Porcelli
Steven A
SA
Chung
Sung-Kee
SK
D000276:Adjuvants, Immunologic / Q000138:chemical synthesis / Q000737:chemistry; D018949:Antigens, CD1 / Q000737:chemistry* / Q000378:metabolism; D055610:Antigens, CD1d; D002626:Chemistry, Pharmaceutical / Q000379:methods; D015195:Drug Design; D005699:Galactosylceramides / Q000138:chemical synthesis* / Q000737:chemistry*; D006801:Humans; D007694:Killer Cells, Natural / Q000276:immunology* / Q000378:metabolism; D008024:Ligands; D008956:Models, Chemical; D011485:Protein Binding; D013237:Stereoisomerism
D000276:Adjuvants, Immunologic; D018949:Antigens, CD1; D055610:Antigens, CD1d; C526877:CD1D protein, human; D005699:Galactosylceramides; D008024:Ligands; C493154:alpha-galactosylceramide; C103873:KRN 7000