Modular Nucleic Acid Surrogates. Solid Phase Synthesis of α-Helical Peptide Nucleic Acids (αPNAs)

The synthesis and characterization of prototype α-helical peptide nucleic acid (αPNA) modules 1−3 as well as disulfide dimers 4 and 5 are reported. These molecules combine an α-helical peptidyl scaffold with well-defined nucleobase molecular recognition patterns and could serve as a basis for novel...

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Bibliographic Details
Published in:Organic letters 1999-08, Vol.1 (3), p.403-406
Main Authors: Garner, Philip, Dey, Subhakar, Huang, Yumei, Zhang, Xiao
Format: Article
Language:English
Subjects:
Circular Dichroism
Nucleic Acid Conformation
Peptide Nucleic Acids - chemical synthesis
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
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Summary:The synthesis and characterization of prototype α-helical peptide nucleic acid (αPNA) modules 1−3 as well as disulfide dimers 4 and 5 are reported. These molecules combine an α-helical peptidyl scaffold with well-defined nucleobase molecular recognition patterns and could serve as a basis for novel antisense and/or antigene agents. Structure assignments for these αPNAs were supported by MALDI-TOF mass spectrometry, and the α-helical nature of 4 in water was confirmed by circular dichroism (CD) spectroscopy.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol990627q