631899-57-5Relevant academic research and scientific papers
Three different fluoro- or chloro-substituted 1'-deoxy-1'-phenyl-β-d- ribofuranoses
Bats, Jan W.,?ivkovi?, Aleksandra,Parsch, J?rg,Engels, Joachim W.
, p. 400 - 404 (2014)
Crystal structures are reported for three fluoro- or chloro-substituted 1'-deoxy-1'-phenyl-β-d-ribofuranoses, namely 1'-deoxy-1'-(2,4,5- trifluorophenyl)-β-d-ribofuranose, C11H11F 3O4, (I), 1'-deoxy-1'-(2,4,6-trifluorophenyl)-β-d- ribofuranose, C11H11F3O4, (II), and 1'-(4-chlorophenyl)-1'-deoxy-β-d-ribofuranose, C11H 13ClO4, (III). The five-membered furanose ring of the three compounds has a conformation between a C2'-endo,C3'-exo twist and a C2'-endo envelope. The ribofuranose groups of (I) and (III) are connected by intermolecular O - H?O hydrogen bonds to six symmetry-related molecules to form double layers, while the ribofuranose group of (II) is connected by O - H?O hydrogen bonds to four symmetry-related molecules to form single layers. The O?O contact distance of the O - H?O hydrogen bonds ranges from 2.7172(15) to 2.8895(19)A?. Neighbouring double layers of (I) are connected by a very weak intermolecular C - F?π contact. The layers of (II) are connected by one C - H?O and two C - H?F contacts, while the double layers of (III) are connected by a C - H?Cl contact. The conformations of the molecules are compared with those of seven related molecules. The orientation of the benzene ring is coplanar with the H - C1' bond or bisecting the H - C1' - C2' angle, or intermediate between these positions. The orientation of the benzene ring is independent of the substitution pattern of the ring and depends mainly on crystal-packing effects.
Control of the stability of a protein-RNA complex by the position of fluorine in a base analogue
Benitex, Yulia,Baranger, Anne M.
, p. 3687 - 3689 (2011/05/14)
The effects of modifying the electronic characteristics of nonpolar base analogues substituted at positions involved in stacking interactions between SL2 RNA and the U1A protein are described. A surprisingly large difference in the stability between complexes formed with base analogues that differ only in the position of substitution of a single fluorine atom is observed. The results of high-level ab initio calculations of the interactions between the nonpolar base analogue and the amino acid side chain correlate with the experimentally observed trends in complex stability, which suggests that changes in stacking interactions that result from varying the position and degree of fluorine substitution contribute to the effects of fluorine substitution on the stability of the U1A-SL2 RNA complex.
RNA recognition by fluor-aromatic substituted
Zivkovic,Engels
, p. 1023 - 1027 (2007/10/03)
RNA exhibits a higher structural diversity than DNA and is an important molecule in the biology of life. It shows a number of secondary structures such as duplexes, hairpin loops, bulges, internal loops, etc. However, in natural RNA, bases are limited to
Synthesis of modified RNA-oligonucleotides for structural investigations
Zivkovic,Engels
, p. 1167 - 1170 (2007/10/03)
RNA exhibits a higher structural diversity than DNA and is an important molecule in biology of life. It shows a number of secondary structures such as duplexes, hairpin loops, bulges, internal loops etc. However, in natural RNA, bases are limited to the f
