Abstract
In the asymmetric unit, equalling the unit cell (triclinic, P1, Z = 1), two mol-ecules of the title compound, 8-(4-methyl-phen-yl)-d-2'-de-oxy-adenosine, C17H19N5O3, are present, with distinct conformations of the two sugar moieties, together with one solvent water mol-ecule. All three ribose O atoms are involved in hydrogen bonding and the crystal packing is largely determined by hydrogen-bonding or hydrogen-heteroatom inter-actions (O-H⋯O, O-H⋯N, N-H⋯O, C-H⋯O and C-H⋯N) with one independent mol-ecule directly linked to four neighbouring mol-ecules and the other mol-ecule directly linked to six neighbouring mol-ecules. The two independent mol-ecules of the asymmetric unit display three weak intra-molecular C-H-to-heteroatom contacts, two of which are very similar despite the different conformations of the deoxyribosyl moieties. The aromatic ring systems of both mol-ecules are in proximity to each other and somehow aligned, though not coplanar. The absolute structures of the two mol-ecules were assumed with reference to the reactant 8-bromo-d-2'-de-oxy-adenosine as they could not be determined crystallographically.
Highlights
In the asymmetric unit, equalling the unit cell, two molecules of the title compound, 8-(4-methylphenyl)-d-20-deoxyadenosine, C17H19N5O3, are present, with distinct conformations of the two sugar moieties, together with one solvent water molecule
All three ribose O atoms are involved in hydrogen bonding and the crystal packing is largely determined by hydrogen-bonding or hydrogen–heteroatom interactions (O—HÁ Á ÁO, O—HÁ Á ÁN, N—HÁ Á ÁO, C— HÁ Á ÁO and C—HÁ Á ÁN) with one independent molecule directly linked to four neighbouring molecules and the other molecule directly linked to six neighbouring molecules
The two independent molecules of the asymmetric unit display three weak intramolecular C—H-to-heteroatom contacts, two of which are very similar despite the different conformations of the deoxyribosyl moieties
Summary
Alkenyl or alkynyl modified purines are known for having interesting biological activities. Many of these modified nucleosides show, for instance, potential for/activity as drug candidates, biological probes etc (Manfredini et al, 1995). Fluorescent nucleosides might be employed as probes for studying the impact of changes in the biological environment: DNA damage, drug–DNA or protein–DNA interactions for instance. Such DNA probes are relevant for both chemical biologists as well as bio-organic chemists (Tanpure et al, 2013). The synthesis and crystal structure of the title compound, 8-(4-methylphenyl)-d-20-deoxyadenosine are presented here as part of our studies in this regard
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
