Synthesis of Tn, sialyl Tn and HIV-1-derived peptide antigen conjugates having a lipid A analog as an immunoadjuvant for synthetic vaccines.
Conjugates (3-5) of Tn, sialyl Tn and HIV-1-derived peptide antigen with a N-tetradecanoyl L-serine-beta-alanine-containing D-glucosamine derivative, structurally related to lipid A, as an immunoadjuvant for the development of totally synthetic vaccines against cancers or HIV were synthesized. The mitogenic activity of compounds 3, 4 and 5 was stronger than that of lipid A analogs (1, 2).
Miyajima
K
K
School of Pharmaceutical Sciences, University of Schizuoka, Japan.
Nekado
T
T
Ikeda
K
K
Achiwa
K
K
D000276:Adjuvants, Immunologic / Q000737:chemistry*; D000818:Animals; D015295:Antigens, Tumor-Associated, Carbohydrate / Q000737:chemistry*; D002240:Carbohydrate Sequence; D008050:Lipid A / Q000031:analogs & derivatives* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008809:Mice, Inbred C3H; D008969:Molecular Sequence Data; D013055:Spectrophotometry, Infrared; D014614:Vaccines, Synthetic / Q000737:chemistry*
D000276:Adjuvants, Immunologic; D015295:Antigens, Tumor-Associated, Carbohydrate; D008050:Lipid A; C040286:Tn antigen; D014614:Vaccines, Synthetic; C055491:sialosyl-Tn antigen