title: Synthesis and properties of chiral peptide nucleic acids with a N-aminoethyl-D-proline backbone.
abstract: A synthon of D-proline substituted at the 4-position by thymine and at N by a flexible aminoethyl linker, has been used to prepare a novel chiral peptide nucleic acid (cPNA) with (2R,4R) stereochemistry using solid phase methodology. The homothymine decamer cPNA binds to complementary polyadenylic acid to form a 2:1 hybrid with high affinity and specificity according to UV and CD studies, whereas no binding to the corresponding polydeoxyadenylic acid was observed.
authors.affiliation: Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Patumwan, Bangkok, Thailand.
authors.forename: T
authors.initials: T
authors.lastname: Vilaivan
authors.forename: C
authors.initials: C
authors.lastname: Khongdeesameor
authors.forename: P
authors.initials: P
authors.lastname: Harnyuttanakorn
authors.forename: M S
authors.initials: MS
authors.lastname: Westwell
authors.forename: G
authors.initials: G
authors.lastname: Lowe
mesh_terms: D002942:Circular Dichroism; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D011392:Proline / Q000031:analogs & derivatives / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
chemical_list: C420964:N-(aminoethyl)proline; D020135:Peptide Nucleic Acids; D011392:Proline