Literature DB >> 17544671

Synthesis and evaluation of human T cell stimulating activity of an alpha-sulfatide analogue.

Laura Franchini1, Pamela Matto, Fiamma Ronchetti, Luigi Panza, Lucia Barbieri, Valeria Costantino, Alfonso Mangoni, Marco Cavallari, Lucia Mori, Gennaro De Libero.   

Abstract

A concise synthesis of alpha-sulfatide 1, an analogue of natural glycolipid antigens with potential anti-tumor activity, was performed. Two different approaches to the alpha-glycosidic bond were explored, resulting in a high yield and excellent stereoselectivity. Compound 1 combines the structural features of sulfated beta-GalCer (sulfatide) and alpha-GalCer, which activate specific T cells. alpha-Sulfatide 1 was stimulatory for CD1d-restricted semi-invariant Natural Killer T (iNKT) cell clones, although less potent than alpha-GalCer, while it was not recognized by CD1a-restricted sulfatide-specific T cells.

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Year:  2007        PMID: 17544671     DOI: 10.1016/j.bmc.2007.05.044

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  4 in total

Review 1.  Glycolipids as immunostimulating agents.

Authors:  Douglass Wu; Masakazu Fujio; Chi-Huey Wong
Journal:  Bioorg Med Chem       Date:  2007-10-13       Impact factor: 3.641

2.  A semisynthetic carbohydrate-lipid vaccine that protects against S. pneumoniae in mice.

Authors:  Marco Cavallari; Pierre Stallforth; Artem Kalinichenko; Dominea C K Rathwell; Thomas M A Gronewold; Alexander Adibekian; Lucia Mori; Regine Landmann; Peter H Seeberger; Gennaro De Libero
Journal:  Nat Chem Biol       Date:  2014-10-05       Impact factor: 15.040

Review 3.  Cross-talk between cd1d-restricted nkt cells and γδ cells in t regulatory cell response.

Authors:  Wei Liu; Sally A Huber
Journal:  Virol J       Date:  2011-01-21       Impact factor: 4.099

Review 4.  Antigen specificity of invariant natural killer T-cells.

Authors:  Alysia M Birkholz; Mitchell Kronenberg
Journal:  Biomed J       Date:  2016-03-10       Impact factor: 4.910

  4 in total

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