Pna synthesis using a base-labile amino protecting group

Details Pna synthesis using a base-labile amino protecting group Pna synthesis using a base-labile amino protecting group

C - Chemistry, Metallurgy

07

K

C07K 1/06 (2006.01) C07K 1/04 (2006.01) C07K 2/00 (2006.01) C08G 69/10 (2006.01) C07D 239/54 (2006.01) C07D 473/00 (2006.01) C07H 21/00 (2006.01)

Patent

CA 2144473

PNA synthesis using a base-labile amino protecting group Processes are described for preparing PNA oligomers, (See formula I) in which R0 is hydrogen, alkanoyl, alkoxycarbonyl, cycloalkanoyl, aroyl, heteroaroyl, or a group which favors the intracellular uptake of the oligomer, A and Q are amino acid residues, k and 1 are 0 to 20, n is 1-50, B is a nucleotide base which is customary in nucleotide chemis-try, and Q0 is OH, NH2, or alkylamino which can be substituted by OH or NH2. In these processes, the amino acid residues and the structural components (See formula II) in which PG is a base-labile amino protecting group and B' is a nucleotide base which is protected on its exocyclic amino function, are coupled step-wise, in accordance with the solid-phase method, onto a polymeric support which is provided with an anchor group, and, after the construction is complete, the target compounds are cleaved from the polymeric support using a cleaving reagent. Intermediates of the PNA oligomers are also described, as are processes for their preparation.

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