Novel Tn antigen-containing neoglycopeptides: synthesis and evaluation as anti tumor vaccines.
The fully unprotected alpha-C-glycosyl analogue of N-acetylgalactosamine 9 was conjugated by a non-natural oxime bond to the segment peptides (328--340)OVA and (327--339)OVA, affording neoglycopeptides 1--2 and 3, having one or two sugar units, respectively. The three neoglycopeptides were tested in vitro in an antigen presentation assay as antitumor vaccines. Neoglycopeptides 1--3 could be presented to and recognized by the T cell receptor; neoglycopeptide 3, bearing two B-epitopes, was presented to the TCR with higher efficiency, compared to neoglycopeptide 2, having only one B-epitope.
Cipolla
Laura
L
Department of Biotechnology and Biosciences, Università degli Studi di Milano-Bicocca, P.za della Scienza 2, 20126, Milan, Italy. laura.cipolla@unimib.it
Rescigno
Maria
M
Leone
Antonella
A
Peri
Francesco
F
La Ferla
Barbara
B
Nicotra
Francesco
F
D000818:Animals; D015703:Antigens, CD / Q000187:drug effects / Q000378:metabolism; D015295:Antigens, Tumor-Associated, Carbohydrate / Q000737:chemistry / Q000276:immunology*; D051940:B7-2 Antigen; D019496:Cancer Vaccines / Q000138:chemical synthesis* / Q000737:chemistry / Q000276:immunology; D003713:Dendritic Cells / Q000187:drug effects; D018985:Epitopes, B-Lymphocyte / Q000737:chemistry / Q000276:immunology; D006023:Glycoproteins / Q000138:chemical synthesis / Q000276:immunology* / Q000627:therapeutic use; D006801:Humans; D008213:Lymphocyte Activation / Q000187:drug effects; D008562:Membrane Glycoproteins / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D009842:Oligopeptides / Q000737:chemistry / Q000276:immunology / Q000627:therapeutic use; D011948:Receptors, Antigen, T-Cell / Q000276:immunology; D013329:Structure-Activity Relationship; D013601:T-Lymphocytes / Q000187:drug effects / Q000276:immunology; D014407:Tumor Cells, Cultured / Q000187:drug effects
D015703:Antigens, CD; D015295:Antigens, Tumor-Associated, Carbohydrate; D051940:B7-2 Antigen; C497964:CD86 protein, human; D019496:Cancer Vaccines; C497965:Cd86 protein, mouse; D018985:Epitopes, B-Lymphocyte; D006023:Glycoproteins; D008562:Membrane Glycoproteins; D009842:Oligopeptides; D011948:Receptors, Antigen, T-Cell; C040286:Tn antigen