Synthesis of diglycosylceramides and evaluation of their iNKT cell stimulatory properties.
Stimulation of iNKT cells is highly dependent on the structures of the glycolipids presented by CD1d. Furthermore, antigen processing and CD1d loading in lysosomes play central roles in controlling the stimulatory properties of glycolipid antigens. Previously, we determined that substitution at C6'' on alpha-galactosylceramides did not significantly impact stimulatory properties; however, it was not known if substitution at this position influenced lysosomal processing of oligoglycosylceramides. We have prepared a series of mono- and di-galactosylceramides to observe the impact of C6'' substitution on glycosidase truncation of these glycolipids. We found that substitution did not significantly impact glycosidase activity or loading into CD1d.
Liu
Yang
Y
Department of Chemistry and Biochemistry, C100 BNSN, Brigham Young University, Provo, UT 84602, USA.
Deng
Shenglou
S
Bai
Li
L
Freigang
Stefan
S
Mattner
Jochen
J
Teyton
Luc
L
Bendelac
Albert
A
Savage
Paul B
PB
D000276:Adjuvants, Immunologic / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D017951:Antigen Presentation / Q000187:drug effects / Q000276:immunology; D018949:Antigens, CD1 / Q000378:metabolism; D055610:Antigens, CD1d; D002478:Cells, Cultured; D003713:Dendritic Cells / Q000276:immunology; D005699:Galactosylceramides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006026:Glycoside Hydrolases / Q000187:drug effects / Q000378:metabolism; D006825:Hybridomas / Q000276:immunology; D007694:Killer Cells, Natural / Q000187:drug effects* / Q000276:immunology*; D008247:Lysosomes / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000276:Adjuvants, Immunologic; D018949:Antigens, CD1; D055610:Antigens, CD1d; D005699:Galactosylceramides; D006026:Glycoside Hydrolases; C103873:KRN 7000