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1.
Chem Commun (Camb) ; (6): 614-5, 2002 Mar 21.
Artículo en Inglés | MEDLINE | ID: mdl-12120149

RESUMEN

Synthesis of tetrakis(cyclopropylmethyl)methane, a new symmetric product has been described using the radical mediated gem-diallylation of cyclopropylmethyl xanthate as a key step and its single crystal X-ray analysis established its C2-symmetry.

2.
Bioorg Med Chem ; 11(18): 3981-7, 2003 Sep 01.
Artículo en Inglés | MEDLINE | ID: mdl-12927859

RESUMEN

Two protected derivatives of beta-D-galactopyranosyl-5-hydroxy-L-lysine, in which HO-4 of galactose has been O-methylated or replaced by fluorine, have been prepared. The building blocks were incorporated at position 264 of the peptide fragment CII259-273 from type II collagen by solid-phase synthesis. The ability of these two glycopeptides, and two CII259-273 glycopeptides in which HO-4 of galactose was either unmodified or deoxygenated, to elicit responses from T-cell hybridomas obtained in a mouse model for rheumatoid arthritis was then determined. The hybridomas were all highly sensitive towards modifications at C-4 of the beta-D-galactosyl residue of CII259-273, highlighting the role of HO-4 as an important contact point for the T-cell receptor. Most likely, this glycopeptide hydroxyl group is involved in hydrogen bonding with the T-cell receptor.


Asunto(s)
Artritis Reumatoide/inmunología , Colágeno Tipo II/química , Galactosa/química , Glicopéptidos/síntesis química , Hidroxilisina/análogos & derivados , Hidroxilisina/química , Linfocitos T/inmunología , Animales , Colágeno Tipo II/inmunología , Modelos Animales de Enfermedad , Relación Dosis-Respuesta Inmunológica , Galactosa/inmunología , Glicopéptidos/inmunología , Hibridomas/inmunología , Hidroxilisina/síntesis química , Hidroxilisina/inmunología , Espectroscopía de Resonancia Magnética , Ratones , Fragmentos de Péptidos/química , Fragmentos de Péptidos/inmunología , Receptores de Antígenos de Linfocitos T/inmunología
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