Models for thyroxine: Aromatic iodine-assisted self-assemblies
摘要:
Trying to understand the different recognition factors between thyroxine and its binding proteins, the chemistry of the ternary complexes between copper and o-iodobenzoylglycine (1-hip) [or o-iodobenzoylglycilglycine (B(I)GG)] as simple thyroxine models were studied lwith 2,2'-bipyridyl as secondary ligand.Two new compounds have been synthesized and structurally characterized: [Cu(1-hip)(bpy)(2)](+)(I-) center dot 1.5H(2)O and [Cu(B(I)GG)-(bpy)(2)](+)(I-) center dot 4H(2)O. These compounds and other previously reported by us offer interesting recognition patterns that could have biological relevance: iodine-iodine short interactions, iodine-hydrogen(aliphatic or aromatic) interactions, iodine-metal bonds, iodine-pi interactions (like C-H center dot center dot center dot pi), and aromatic self-assemblies assisted by iodine atoms. These patterns can be coupled in a synergistic manner, producing, for instance, a new C-I center dot center dot center dot pi center dot center dot center dot pi center dot center dot center dot I-C cluster pattern. (C) 2006 Elsevier Ltd. All rights reserved.