5-(Pyren-1-yl)uracil as a Base-Discriminating Fluorescent Nucleobase in Pyrrolidinyl Peptide Nucleic Acids
| Autor: | Tirayut Vilaivan, Hans-Achim Wagenknecht, Chotima Vilaivan, Chalothorn Boonlua |
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| Rok vydání: | 2011 |
| Předmět: |
Peptide Nucleic Acids
chemistry.chemical_classification Pyrenes Peptide nucleic acid Oligonucleotide Stereochemistry Organic Chemistry Nucleic Acid Hybridization Uracil Peptide General Chemistry Biochemistry Uridine Nucleobase chemistry.chemical_compound chemistry Molecular beacon Nucleic acid Quantum Theory Transition Temperature Organic chemistry Spectrophotometry Ultraviolet |
| Zdroj: | Chemistry - An Asian Journal. 6:3251-3259 |
| ISSN: | 1861-4728 |
| DOI: | 10.1002/asia.201100490 |
| Popis: | A pyrene-labeled uridine (U(Py)) monomer for a pyrrolidinyl peptide nucleic acid with an alternating proline/2-aminocyclopentanecarboxylic acid backbone (acpcPNA) was synthesized and incorporated into the PNA. The U(Py) base in acpcPNA could specifically recognize the base A in its complementary DNA strand as determined by thermal denaturation (T(m)) experiments. The fluorescence of the U(Py)-containing single-stranded acpcPNA was very weak in aqueous buffer. In the presence of a complementary DNA target, the fluorescence was enhanced significantly (2.7-41.9 folds, depending on sequences). The fluorescence enhancement was specific to the pairing between U(Py) and dA, making the U(Py)-modified acpcPNA useful as a hybridization-responsive fluorescence probe for DNA-sequence determination. |
| Databáze: | OpenAIRE |
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