Subhakar Dey

Trimethylsilyl derivatives of N4-Boc-cytosine and their effect on I2-mediated nucleosidation of O-MTM ethers

Abstract Mono- and bis(trimethylsilyl) derivatives of N 4 -Boc-cytosine were synthesized and characterized by 1 H NMR. Only the mono(trimethylsilyl)- N 4 -Boc-cytosine participates in the iodine-mediated nucleosidation of N -Fmoc- O -methylthiomethyl serine benzyl ester to produce the cytosine nucleoamino acid, while the bis(trimethylsilyl) derivative failed to give any product. A tentative mechanistic explanation is proposed.

α‐Helical Peptide Nucleic Acids (αPNAs)

The present invention relates to peptide-based nucleic acid surrogates (PNAs) having a repeating structure of (AAB-aan)m and a particular secondary structure that can bind to particular single-stranded nucleic acid targets. Preferably the peptide-based nucleic acid surrogate has an alpha-helical secondary structure (αPNA). Also, the present invention relates to the method of forming peptide-based nucleic acid surrogates having a particular secondary structure. The nucleic acid surrogates may be utilized for therapeutic (antisense, antigene), diagnostic (genetic), and molecular switching (αPNA chips) applications.