Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA.
To increase the diversity of fluorescent base analogues with improved properties, we here present the straightforward click-chemistry-based synthesis of a novel fluorescent adenine-analogue triazole adenine (A(T)) and its photophysical characterization inside DNA. A(T) shows promising properties com...
| Main Authors: | , , , , , , |
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| Format: | Journal article |
| Sprog: | English |
| Udgivet: |
2011
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| _version_ | 1826291070686724096 |
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| author | Dierckx, A Dinér, P El-Sagheer, A Kumar, J Brown, T Grøtli, M Wilhelmsson, L |
| author_facet | Dierckx, A Dinér, P El-Sagheer, A Kumar, J Brown, T Grøtli, M Wilhelmsson, L |
| author_sort | Dierckx, A |
| collection | OXFORD |
| description | To increase the diversity of fluorescent base analogues with improved properties, we here present the straightforward click-chemistry-based synthesis of a novel fluorescent adenine-analogue triazole adenine (A(T)) and its photophysical characterization inside DNA. A(T) shows promising properties compared to the widely used adenine analogue 2-aminopurine. Quantum yields reach >20% and >5% in single- and double-stranded DNA, respectively, and show dependence on neighbouring bases. Moreover, A(T) shows only a minor destabilization of DNA duplexes, comparable to 2-aminopurine, and circular dichroism investigations suggest that A(T) only causes minimal structural perturbations to normal B-DNA. Furthermore, we find that A(T) shows favourable base-pairing properties with thymine and more surprisingly also with normal adenine. In conclusion, A(T) shows strong potential as a new fluorescent adenine analogue for monitoring changes within its microenvironment in DNA. |
| first_indexed | 2024-03-07T02:53:51Z |
| format | Journal article |
| id | oxford-uuid:ae9c79b9-9a23-4b23-aa12-bcac69db18e8 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T02:53:51Z |
| publishDate | 2011 |
| record_format | dspace |
| spelling | oxford-uuid:ae9c79b9-9a23-4b23-aa12-bcac69db18e82022-03-27T03:43:44ZCharacterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:ae9c79b9-9a23-4b23-aa12-bcac69db18e8EnglishSymplectic Elements at Oxford2011Dierckx, ADinér, PEl-Sagheer, AKumar, JBrown, TGrøtli, MWilhelmsson, LTo increase the diversity of fluorescent base analogues with improved properties, we here present the straightforward click-chemistry-based synthesis of a novel fluorescent adenine-analogue triazole adenine (A(T)) and its photophysical characterization inside DNA. A(T) shows promising properties compared to the widely used adenine analogue 2-aminopurine. Quantum yields reach >20% and >5% in single- and double-stranded DNA, respectively, and show dependence on neighbouring bases. Moreover, A(T) shows only a minor destabilization of DNA duplexes, comparable to 2-aminopurine, and circular dichroism investigations suggest that A(T) only causes minimal structural perturbations to normal B-DNA. Furthermore, we find that A(T) shows favourable base-pairing properties with thymine and more surprisingly also with normal adenine. In conclusion, A(T) shows strong potential as a new fluorescent adenine analogue for monitoring changes within its microenvironment in DNA. |
| spellingShingle | Dierckx, A Dinér, P El-Sagheer, A Kumar, J Brown, T Grøtli, M Wilhelmsson, L Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA. |
| title | Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA. |
| title_full | Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA. |
| title_fullStr | Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA. |
| title_full_unstemmed | Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA. |
| title_short | Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA. |
| title_sort | characterization of photophysical and base mimicking properties of a novel fluorescent adenine analogue in dna |
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