Synthesis and Properties of Oligonucleotides with Iodo-Substituted Aromatic Aglycons: Investigation of Possible Halogen Bonding Base Pairs was written by Tawarada, Ryuya;Seio, Kohji;Sekine, Mitsuo. And the article was included in Journal of Organic Chemistry in 2008.Formula: C3H2I2N2 This article mentions the following:
Ab initio calculations of halogen bond energies of artificial base pairs constructed between iodinated aromatic nucleobase mimics and nitrogen-containing acceptor mols. such as pyridine and imidazole suggest that modified base pairs are converted to optimized planar base pairs with weak ΔE values of -0.19 to -3.93 kcal/mol. To evaluate the contribution of halogen bonding toward duplex stabilization of such modified nucleobase mimics introduced into artificial base pairs, three C-nucleoside analogs I and II (R = H and F) with several iodinated aromatic rings and an imidazole nucleoside derivative III were synthesized, and they were incorporated into oligodeoxynucleotides. Hybridization studies of modified oligodeoxynucleotides incorporating iodoarom. bases showed their unique universal base-like ability; however, no indication of halogen bond formation was observed A more sophisticated design is required for the development of new base pairs stabilized by halogen bonding. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Formula: C3H2I2N2).
4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Formula: C3H2I2N2
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com