AI Article Synopsis
- A new amino acid-fluorescent nucleobase derivative (qAN1-AA) was created, leading to two conjugates (qAN1-pyr1 and qAN1-pyr2) with different linker properties, affecting their conformation and fluorescence emission.
- The qAN1-pyr2 conjugate, with a longer linker, folded into a stable form that exhibited a redshift in fluorescence, while the qAN1-pyr1 conjugate emitted light at a shorter wavelength without forming such a conformation.
- Both conjugates interacted similarly with DNA/RNA but displayed different fluorescence responses, highlighting qAN1-pyr2's strong selectivity towards specific RNA sequences (poly U and poly A) due to its unique stability
Article Abstract
We synthesized a new amino acid-fluorescent nucleobase derivative (qAN1-AA) and from it two new fluorescent nucleobase-fluorophore (pyrene) conjugates, whereby only the analogue with the longer and more flexible linker (qAN1-pyr2) self-folded into intramolecularly stacked qAN1/pyrene conformation, yielding characteristic, 100 nm-red-shifted emission (λ = 500 nm). On the contrary, the shorter and more rigid linker resulted in non-stacked conformation (qAN1-pyr1), characterized by the emission of free pyrene at λ = 400 nm. Both fluorescent nucleobase-fluorophore (pyrene) conjugates strongly interacted with ds-DNA/RNA grooves with similar affinity but opposite fluorescence response (due to pre-organization), whereas the amino acid-fluorescent base derivative (qAN1-AA) was inactive. However, only intramolecularly self-folded qAN1-pyr2 showed strong fluorescence selectivity toward poly U (Watson-Crick complementary to qAN1 nucleobase) and poly A (reverse Hoogsteen complementary to qAN1 nucleobase), while an opposite emission change was observed for non-complementary poly G and poly C. Non-folded analogue (qAN1-pyr1) showed no ss-RNA selectivity, demonstrating the importance of nucleobase-fluorophore pre-organization.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7248712 | PMC |
| http://dx.doi.org/10.3390/molecules25092188 | DOI Listing |
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Article Synopsis
- A new amino acid-fluorescent nucleobase derivative (qAN1-AA) was created, leading to two conjugates (qAN1-pyr1 and qAN1-pyr2) with different linker properties, affecting their conformation and fluorescence emission.
- The qAN1-pyr2 conjugate, with a longer linker, folded into a stable form that exhibited a redshift in fluorescence, while the qAN1-pyr1 conjugate emitted light at a shorter wavelength without forming such a conformation.
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