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Issue 16, 2010
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Amino/guanidino-functionalized N-(pyrrolidin-2-ethyl)glycine-based pet-PNA: Design, synthesis and binding with DNA/RNA

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Abstract

The N-(pyrrolidin-2-ethyl) glycine-based PNA (pet-PNA) backbone, with 4-amino or 4-guanidino-functionalized pyrrolidine ring, confers constrained conformational flexibility on aegPNA. The oligomers bind to the target DNA and RNA sequences with increased sequence specificity and antiparallel versus parallel orientation selectivity. The easy post-synthetic guanidination gives very good access to the positively charged PNA oligomers.

Graphical abstract: Amino/guanidino-functionalized N-(pyrrolidin-2-ethyl)glycine-based pet-PNA: Design, synthesis and binding with DNA/RNA

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Supplementary files

Article information


Submitted
09 Mar 2010
Accepted
21 May 2010
First published
10 Jun 2010

Org. Biomol. Chem., 2010,8, 3742-3750
Article type
Paper

Amino/guanidino-functionalized N-(pyrrolidin-2-ethyl)glycine-based pet-PNA: Design, synthesis and binding with DNA/RNA

S. S. Gokhale and V. A. Kumar, Org. Biomol. Chem., 2010, 8, 3742
DOI: 10.1039/C004005C

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