Rational design of a Tn antigen mimic

Francisco Corzana; Jesús H. Busto; Filipa Marcelo; Marisa García de Luis; Juan L. Asensio; Sonsoles Martín-Santamaría; Yolanda Sáenz; Carmen Torres; Jesús Jiménez-Barbero; Alberto Avenoza; Jesús M. Peregrina

doi:10.1039/C1CC10192G

Rational design of a Tn antigen mimic†

Francisco Corzana,*^a Jesús H. Busto,^a Filipa Marcelo,^b Marisa García de Luis,^a Juan L. Asensio,^c Sonsoles Martín-Santamaría,^d Yolanda Sáenz,^e Carmen Torres,^ef Jesús Jiménez-Barbero,^b Alberto Avenoza^a and Jesús M. Peregrina*^a

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* Corresponding authors

^a Departamento de Química, Universidad de La Rioja, Centro de Investigación en Síntesis Química, UA-CSIC, Madre de Dios, 51, 26006 Logroño, Spain
E-mail: jesusmanuel.peregrina@unirioja.es, francisco.corzana@unirioja.es
Fax: +34 941 299 621

^b Centro de Investigaciones Biológicas (CSIC), Madrid, Spain

^c Instituto de Química Orgánica General (CSIC), Madrid, Spain

^d Departamento de Química, Facultad de Farmacia, Universidad San Pablo CEU, Madrid, Spain

^e Área de Microbiología Molecular, Centro de Investigación Biomédica de La Rioja (CIBIR), 26006 Logroño, Spain

^f Área de Bioquímica y Biología Molecular, Universidad de La Rioja, Área de Microbiología Molecular, Centro de Investigación Biomédica de La Rioja (CIBIR), 26006 Logroño, Spain

Abstract

A novel Tn antigen mimic, in which the natural underlying amino acid has been replaced by the non-natural α-methylserine analogue, is reported. This derivative exhibits a similar affinity for a natural lectin as for the natural Tn and retains the bioactive conformation observed in the Tn-containing glycopeptides with anti-MUC1 antibodies.

Chemical Communications

Rational design of a Tn antigen mimic†

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