Matches in SemOpenAlex for { <https://semopenalex.org/work/W2896372214> ?p ?o ?g. }
- W2896372214 endingPage "9851" @default.
- W2896372214 startingPage "9840" @default.
- W2896372214 abstract "Quinine’s ability to bind DNA and potentially inhibit transcription and translation has been examined as a mode of action for its antimalarial activity. UV absorption and fluorescence-based studies have lacked the chemical specificity to develop an unambiguous molecular-level picture of the binding interaction. To address this, we use Raman spectroscopy and molecular dynamics (MD) to investigate quinine–DNA interactions. We demonstrate that quinine’s strongest Raman band in the fingerprint region, which derives from a symmetric stretching mode of the quinoline ring, is highly sensitive to the local chemical environment and pH. The frequency shifts observed for this mode in solvents of varying polarity can be explained in terms of the Stark effect using a simple Onsager solvation model, indicating that the vibration reports on the local electrostatic environment. However, specific chemical interactions between the quinoline ring and its environment, such as hydrogen bonding and π-stacking, perturb the frequency of this mode in a more complicated but predictable manner. We use this vibration as a spectroscopic probe to investigate the binding interaction between quinine and DNA. We find that, when the quinoline ring is protonated, quinine weakly intercalates into DNA by forming π-stacking interactions with the base pairs. The Raman spectra indicate that quinine can intercalate into DNA with a ratio reaching up to roughly one molecule per 25 base pairs. Our results are confirmed by MD simulations, which also show that the quinoline ring adopts a t-shaped π-stacking geometry with the DNA base pairs, whereas the quinuclidine head group weakly interacts with the phosphate backbone in the minor groove. We expect that the spectral correlations determined here will enable future studies to probe quinine’s antimalarial activities, such as disrupting hemozoin biocrystallization, which is hypothesized to be, among other things, one of its primary modes of action against Plasmodium parasites." @default.
- W2896372214 created "2018-10-26" @default.
- W2896372214 creator A5000972651 @default.
- W2896372214 creator A5016827060 @default.
- W2896372214 creator A5036387253 @default.
- W2896372214 creator A5050969535 @default.
- W2896372214 creator A5052728181 @default.
- W2896372214 creator A5066993330 @default.
- W2896372214 creator A5087411432 @default.
- W2896372214 date "2018-10-17" @default.
- W2896372214 modified "2023-10-16" @default.
- W2896372214 title "New Insights into Quinine–DNA Binding Using Raman Spectroscopy and Molecular Dynamics Simulations" @default.
- W2896372214 cites W127867126 @default.
- W2896372214 cites W1493715460 @default.
- W2896372214 cites W1777551351 @default.
- W2896372214 cites W194636470 @default.
- W2896372214 cites W1964489474 @default.
- W2896372214 cites W1975140629 @default.
- W2896372214 cites W1975546816 @default.
- W2896372214 cites W1976499671 @default.
- W2896372214 cites W1976906219 @default.
- W2896372214 cites W1979105802 @default.
- W2896372214 cites W1981742466 @default.
- W2896372214 cites W1982165517 @default.
- W2896372214 cites W1982934201 @default.
- W2896372214 cites W1983793094 @default.
- W2896372214 cites W1984611696 @default.
- W2896372214 cites W1985856985 @default.
- W2896372214 cites W1986978745 @default.
- W2896372214 cites W1987278995 @default.
- W2896372214 cites W1997739369 @default.
- W2896372214 cites W2000636326 @default.
- W2896372214 cites W2008164756 @default.
- W2896372214 cites W2022421385 @default.
- W2896372214 cites W2022589105 @default.
- W2896372214 cites W2024106850 @default.
- W2896372214 cites W2028608113 @default.
- W2896372214 cites W2029667189 @default.
- W2896372214 cites W2051244724 @default.
- W2896372214 cites W2051381895 @default.
- W2896372214 cites W2052927309 @default.
- W2896372214 cites W2055749887 @default.
- W2896372214 cites W2058938611 @default.
- W2896372214 cites W2060242967 @default.
- W2896372214 cites W2062820605 @default.
- W2896372214 cites W2064719117 @default.
- W2896372214 cites W2068522177 @default.
- W2896372214 cites W2069006374 @default.
- W2896372214 cites W2070753604 @default.
- W2896372214 cites W2073348060 @default.
- W2896372214 cites W2084193227 @default.
- W2896372214 cites W2089313207 @default.
- W2896372214 cites W2092758119 @default.
- W2896372214 cites W2096564318 @default.
- W2896372214 cites W2108595869 @default.
- W2896372214 cites W2109154308 @default.
- W2896372214 cites W2109606373 @default.
- W2896372214 cites W2122072234 @default.
- W2896372214 cites W2122765546 @default.
- W2896372214 cites W2123612705 @default.
- W2896372214 cites W2128216132 @default.
- W2896372214 cites W2135828619 @default.
- W2896372214 cites W2135874703 @default.
- W2896372214 cites W2144288821 @default.
- W2896372214 cites W2147993766 @default.
- W2896372214 cites W2150697053 @default.
- W2896372214 cites W2150981663 @default.
- W2896372214 cites W2159497248 @default.
- W2896372214 cites W2326203395 @default.
- W2896372214 cites W2328745372 @default.
- W2896372214 cites W2333410184 @default.
- W2896372214 cites W2340972912 @default.
- W2896372214 cites W2399172722 @default.
- W2896372214 cites W2590791031 @default.
- W2896372214 cites W2599122797 @default.
- W2896372214 cites W2612755236 @default.
- W2896372214 cites W2622724818 @default.
- W2896372214 cites W2766220504 @default.
- W2896372214 cites W2793366708 @default.
- W2896372214 cites W52107860 @default.
- W2896372214 cites W99465270 @default.
- W2896372214 doi "https://doi.org/10.1021/acs.jpcb.8b05795" @default.
- W2896372214 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6425490" @default.
- W2896372214 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30336027" @default.
- W2896372214 hasPublicationYear "2018" @default.
- W2896372214 type Work @default.
- W2896372214 sameAs 2896372214 @default.
- W2896372214 citedByCount "21" @default.
- W2896372214 countsByYear W28963722142019 @default.
- W2896372214 countsByYear W28963722142020 @default.
- W2896372214 countsByYear W28963722142021 @default.
- W2896372214 countsByYear W28963722142022 @default.
- W2896372214 countsByYear W28963722142023 @default.
- W2896372214 crossrefType "journal-article" @default.
- W2896372214 hasAuthorship W2896372214A5000972651 @default.
- W2896372214 hasAuthorship W2896372214A5016827060 @default.
- W2896372214 hasAuthorship W2896372214A5036387253 @default.
- W2896372214 hasAuthorship W2896372214A5050969535 @default.