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2016-02-09Zeitschriftenartikel DOI: 10.18452/18589
Isosteric and fluorescent DNA base pair formed by 4-amino-phthalimide and 2,4-diaminopyrimidine: melting, structure, and THz polar solvation dynamics
dc.contributor.authorDehmel, L.
dc.contributor.authorBerndt, F.
dc.contributor.authorWeinberger, M.
dc.contributor.authorSajadi, M.
dc.contributor.authorIoffe, I.
dc.contributor.authorWagenknacht, H.-A.
dc.contributor.authorErnsting, Nikolaus
dc.date.accessioned2017-12-01T10:59:56Z
dc.date.available2017-12-01T10:59:56Z
dc.date.issued2016-02-09
dc.identifier.issn1463-9084
dc.identifier.other10.1039/c5cp06972f
dc.identifier.urihttp://edoc.hu-berlin.de/18452/19286
dc.description.abstractAn artificial base pair in the center of a duplex DNA oligomer, formed by 2,4-diaminopyrimidine and fluorescent 4-aminophthalimide C-nucleosides, is characterized spectroscopically, with a view towards its use in femtosecond solvation dynamics. Quantum-chemical calculations predict H-bonding energy equivalent to A:T. UV-vis absorption spectra provide insight into local melting at the 4-aminophthalimide modification site. Increase of temperature to nearly the melting temperature of the duplex leads to better hybridisation of the fluorescent nucleoside, contrary to native base pairs. This unusual observation is explained by the NMR solution structure of the duplex. Two conformations are adopted by the artificial pair due to backbone constraints, having either two or one interbase hydrogen bonds. In the latter, hydrogen bonding sites remain accessible for water solvation. The time-resolved dynamic Stokes' shift of 4-aminophthalimide fluorescence is consistent with that of a mixture of a slow and fast species. From the observations, the optimal linkage between 4-aminophthalimide and 2-deoxyribose for fitting into the duplex B-DNA structure is deduced.eng
dc.language.isoeng
dc.publisherHumboldt-Universität zu Berlin
dc.rights(CC BY 3.0) Attribution 3.0 Unported
dc.rights.urihttps://creativecommons.org/licenses/by/3.0/
dc.subject.ddc540 Chemie und zugeordnete Wissenschaften
dc.titleIsosteric and fluorescent DNA base pair formed by 4-amino-phthalimide and 2,4-diaminopyrimidine: melting, structure, and THz polar solvation dynamics
dc.typearticle
dc.identifier.urnurn:nbn:de:kobv:11-110-18452/19286-3
dc.identifier.doihttp://dx.doi.org/10.18452/18589
dc.type.versionpublishedVersion
local.edoc.container-titlePhysical Chemistry Chemical Physics
local.edoc.pages8
local.edoc.anmerkungAvailable open access thanks to the RSC Gold for Gold initiative. Shared according to the terms set out in the CC licence.
local.edoc.type-nameZeitschriftenartikel
local.edoc.institutionMathematisch-Naturwissenschaftliche Fakultät
local.edoc.container-typeperiodical
local.edoc.container-type-nameZeitschrift
local.edoc.container-publisher-nameThe Royal Society of Chemistry
local.edoc.container-volume18
local.edoc.container-issue9
local.edoc.container-firstpage6813
local.edoc.container-lastpage6820
dc.description.versionPeer Reviewed

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