ScienceAsia 27 (2001) : 113-120 |doi: 10.2306/scienceasia1513-1874.2001.27.113

Synthesis and Properties of Novel Peptide Nucleic Acids with Hydrophilic Serine Spacers

Tirayut Vilaivan^a,*, Chanchai Khongdeesameor^a, Wanida Wiriyawaree^a, Woraluk Mansawat^a, Martin S. Westwell^b and Gordon Lowe^b

ABSTRACT: Novel conformationally constrained peptide nucleic acids (PNA) with alternate thyminemodified proline and serine residues were synthesized with the aim of improving the solubility of the resulting PNA in aqueous media. The PNAs were synthesized from the corresponding activated Fmocprotected dipeptide monomers employing solid phase methodology and were characterized by MALDI-TOF mass spectrometry. Binding to their complementary oligodeoxyribonucleotide of T₁₀ PNA homooligomer carrying either D- or L-serine spacer was studied by UV spectrophotometry and gel electrophoresis.

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a Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Road, Patumwan, Bangkok 10330, Thailand.
b Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, OX1 3QY, UK.

* Corresponding author, E-mail: vtirayut@chula.ac.th

Received 20 July 2000, Accepted 26 Jan 2001