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Spatially Addressed Synthesis of Amino- and Amino-Oxy-Substituted 1,3,5-Triazine Arrays on Polymeric Membranes

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Institut für Medizinische Immunologie, Universitätsklinikum Charité, Humboldt-Universität zu Berlin, Schumannstr. 20-21, D-10098 Berlin, Germany, Jerini Bio Tools GmbH, Rudower Chaussee 29, D-12489 Berlin, Germany, and ChemotopiX GmbH, Rudower Chaussee 29, D-12489 Berlin, Germany
Cite this: J. Comb. Chem. 2000, 2, 4, 361–369
Publication Date (Web):May 26, 2000
Copyright © 2000 American Chemical Society

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    Abstract Image

    Effective spatially addressed parallel assembly of trisamino- and amino-oxy-1,3,5-triazines was achieved by applying the SPOT-synthesis technique on cellulose and polypropylene membranes. In addition to developing a suitable linker strategy and employing amines and phenolate ions as building blocks, a highly effective microwave-assisted nucleophilic substitution procedure at membrane-bound monochlorotriazines was developed. The 1,3,5-triazines obtained could be cleaved in parallel from the solid support by TFA vapor to give compounds adsorbed on the membrane surface in a conserved spatially addressed format for analysis and screening. The reaction conditions developed were employed for the synthesis of 8000 cellulose-bound 1,3,5-triazines which were probed in parallel for binding to the anti-transforming growth factor-α monoclonal antibody Tab2 in order to identify epitope mimics.

     Universitätsklinikum Charité.


    In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

     Jerini Bio Tools GmbH.


     ChemotopiX GmbH.

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    Purities of crude 1,3,5-triazines, obtained by selective “spot-wise” nucleophilic substitution of a single chlorine at cellulose or PP-membrane-bound dichlorotriazines, subsequent replacement of remaining chlorines by an appropriate amine,14 and cleavage by TFA. This material is available free of charge via the Internet at

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