The fully unprotected α-C-glycosyl analogue of N-acetylgalactosamine 9 was conjugated by a non-natural oxime bond to the segment peptides 328-340OVA and 327-339OVA, 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. © 2002 Elsevier Science Ltd. All rights reserved.
Cipolla, L., Rescigno, M., Leone, A., Peri, F., LA FERLA, B., Nicotra, F. (2002). Novel Tn antigen containing neoglycopeptides: synthesis and evaluation as antitumour vaccines. BIOORGANIC & MEDICINAL CHEMISTRY, 10(5), 1639-1646 [10.1016/S0968-0896(01)00433-3].
Novel Tn antigen containing neoglycopeptides: synthesis and evaluation as antitumour vaccines
CIPOLLA, LAURA FRANCESCA;PERI, FRANCESCO;LA FERLA, BARBARA;NICOTRA, FRANCESCO
2002
Abstract
The fully unprotected α-C-glycosyl analogue of N-acetylgalactosamine 9 was conjugated by a non-natural oxime bond to the segment peptides 328-340OVA and 327-339OVA, 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. © 2002 Elsevier Science Ltd. All rights reserved.
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