Synthesis of hydrazino-peptide nucleic acid monomers and dimers as new PNA backbone building blocks |
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Authors: | Paolangelo Cerea Sergio Dall'Angelo Stefano Maiorana Rosangela Marchelli |
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Institution: | a Dipartimento di Chimica Organica e Industriale, Università degli Studi di Milano, Via Venezian 21, I-20133 Milan, Italy b Centro Interdisciplinare Studi Bio-molecolari e Applicazioni Industriali (CISI), Via Fantoli 16/15, I-20138 Milan, Italy c Dipartimento di Chimica Organica ed Industriale, Viale G. P. Usberti 17/a, Campus Universitario, Università di Parma, I-43100 Parma, Italy |
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Abstract: | We describe the synthesis of new hydrazinoPNA (hydPNA) monomers and new hydPNA-containing dimers. For the hydPNA monomers, the primary terminal amino group of the aminoethylglycine unit of classical aegPNA is replaced by a hydrazine moiety. An appropriate choice of two orthogonal protecting groups on the two hydrazine nitrogen atoms makes it possible to drive their coupling with other monomers selectively on one or the other nitrogen atom, thus obtaining two different types of PNA dimers. These dimers represent new building blocks that can be used to generate novel PNA oligomers. |
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