ŠPONEROVÁ, Judit, Arnošt MLÁDEK and Jiří ŠPONER. Structural and energetic factors controlling the enantioselectivity of dinucleotide formation under prebiotic conditions. Physical Chemistry Chemical Physics. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2013, vol. 15, No 17, p. 6235-6242. ISSN 1463-9076. Available from: https://dx.doi.org/10.1039/c3cp44156c. |
Other formats:
BibTeX
LaTeX
RIS
@article{1114251, author = {Šponerová, Judit and Mládek, Arnošt and Šponer, Jiří}, article_location = {CAMBRIDGE}, article_number = {17}, doi = {http://dx.doi.org/10.1039/c3cp44156c}, keywords = {APPROXIMATE COULOMB POTENTIALS; PEPTIDE-BOND FORMATION; ZETA VALENCE QUALITY; AUXILIARY BASIS-SETS; NA+-MONTMORILLONITE; RNA-SYNTHESIS; OLIGONUCLEOTIDE FORMATION; HETEROGENEOUS TEMPLATES; AMINO-ACIDS; AB-INITIO}, language = {eng}, issn = {1463-9076}, journal = {Physical Chemistry Chemical Physics}, title = {Structural and energetic factors controlling the enantioselectivity of dinucleotide formation under prebiotic conditions}, url = {http://pubs.rsc.org/en/content/articlepdf/2013/cp/c3cp44156c}, volume = {15}, year = {2013} }
TY - JOUR ID - 1114251 AU - Šponerová, Judit - Mládek, Arnošt - Šponer, Jiří PY - 2013 TI - Structural and energetic factors controlling the enantioselectivity of dinucleotide formation under prebiotic conditions JF - Physical Chemistry Chemical Physics VL - 15 IS - 17 SP - 6235-6242 EP - 6235-6242 PB - ROYAL SOC CHEMISTRY SN - 14639076 KW - APPROXIMATE COULOMB POTENTIALS KW - PEPTIDE-BOND FORMATION KW - ZETA VALENCE QUALITY KW - AUXILIARY BASIS-SETS KW - NA+-MONTMORILLONITE KW - RNA-SYNTHESIS KW - OLIGONUCLEOTIDE FORMATION KW - HETEROGENEOUS TEMPLATES KW - AMINO-ACIDS KW - AB-INITIO UR - http://pubs.rsc.org/en/content/articlepdf/2013/cp/c3cp44156c L2 - http://pubs.rsc.org/en/content/articlepdf/2013/cp/c3cp44156c N2 - 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 observation. ER -
ŠPONEROVÁ, Judit, Arnošt MLÁDEK and Jiří ŠPONER. Structural and energetic factors controlling the enantioselectivity of dinucleotide formation under prebiotic conditions. \textit{Physical Chemistry Chemical Physics}. CAMBRIDGE: ROYAL SOC CHEMISTRY, 2013, vol.~15, No~17, p.~6235-6242. ISSN~1463-9076. Available from: https://dx.doi.org/10.1039/c3cp44156c.
|