Synthesis of oxy-peptide nucleic acids with mixed sequences.

M Kuwahara, M Arimitsu, M Sigeyasu, M Sisido

Index: Nucleic Acids Symp. Ser. 42 , 31-32, (1999)

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Abstract

Syntheses of N-Fmoc delta-amino acids with an ether linkage in the main chain and six different nucleobases on the side chain, Fmoc-NH-C*H(CH2-CH2-B)-CH2-O-CH2-COOH (B = N6-benzoyladenine, thymine, uracil, N-benzoylcytosine, guanine, and N2-isobutyrylguanine) are described. The delta-amino acids were prepared through 8-12 step synthesis starting from L-homoserine and could be linked together to form novel peptide nucleic acids (oxy-PNAs = OPNAs) by solid-phase peptide synthesis.