Structural and energetic factors controlling the enantioselectivity of dinucleotide formation under prebiotic conditions

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F13%3A00068748" target="_blank" >RIV/00216224:14740/13:00068748 - isvavai.cz</a>
Alternative codes found
RIV/68081707:_____/13:00392589
Result on the web
<a href="http://pubs.rsc.org/en/content/articlepdf/2013/cp/c3cp44156c" target="_blank" >http://pubs.rsc.org/en/content/articlepdf/2013/cp/c3cp44156c</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c3cp44156c" target="_blank" >10.1039/c3cp44156c</a>

Result language
angličtina
Original language name
Structural and energetic factors controlling the enantioselectivity of dinucleotide formation under prebiotic conditions
Original language description
Recently, it has been reported that the montmorillonite-catalyzed oligomerization of activated nucleotides exhibits remarkable enantioselectivity. In the current paper we investigate the structures and intrinsic energies of homochiral and heterochiral cyclic dinucleotides by means of accurate quantum chemical calculations in gas-phase and in bulk water. The steric effect of the clay is represented with geometrical constraints. Our computations reveal that the heterochiral dimer geometries are systematically less stable than their homochiral counterparts due to steric clashes inside the sugar-phosphate ring geometry. Thus we suggest that the homochiral selectivity observed in the cyclic dinucleotide formation in confined spaces may arise from the energetic destabilization of the heterochiral ring geometries as compared to their homochiral analogues. In the present paper we provide the first model of the 3D structure of D, L cyclic dinucleotides, which until now has eluded experimental o
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CF - Physical chemistry and theoretical chemistry
OECD FORD branch
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Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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