Title
Hexavalent glycoclusters having tris-bipyridine ferrous complex cores as minimum combinatorial libraries for probing carbohydrate–carbohydrate interactions
Author
Yuki Nonaka, Ryuhei Uruno, Fumiko Dai, Ryoji Matsuoka, Masaki Nakamura, Maho Iwamura, Haruo Iwabuchi, Takahiro Okada, Naoto Chigira, Yoshitsugu Amano, Teruaki Hasegawa
Year
2016
Journal
Tetrahedron
Abstract
2,2′-Bipyridines having two lactoside- or maltoside-appendages were prepared and then, complexed with ferrous ion to afford the corresponding tris-bipyridine ferrous complexes presenting hexavalent lactoside/maltoside clusters. Each of these complexes provided a simple dynamic combinatorial library composed of two diastereomeric stereoisomers (Δ and Λ) whose ratios depend on their relative stabilities. These tris-bipyridine ferrous complexes showed different responses from each other towards alkaline/alkaline-earth metal salts. For example, the lactoside cluster showed unique two-step binding profiles, whereas the maltoside cluster did simple Langmuir-type ones. Our referential experiments revealed that intermolecular lactoside–lactoside interactions mediated by the alkaline/alkaline-earth metal cations play essential roles in the two-step binding profiles.
Instrument
J-820
Keywords
Circular dichroism, Stereochemistry, Coordination chemistry