Crystal structure of pyrogallol[4]arene complex with phosphocholine: A molecular recognition model for phosphocholine through cation-π interaction

Ikuhide Fujisawa, Yuji Kitamura, Rumi Okamoto, Kazutaka Murayama, Ryo Kato, Katsuyuki Aoki

研究成果: Article査読

6 被引用数 (Scopus)

抄録

Single crystal X-ray analysis of the complex formed between pyrogallo[4]arene (1) and phosphocholine (PCh), [Ca(H2O) 3(1)2]·(PCh-) 2·2EtOH·5H2O, a model compound that mimics PCh-receptor recognition in biological systems, has shown that PCh is incorporated into the bowl-shaped cavity of 1 through cation-π interactions between the quaternary cationic trimethylammonium group of PCh and π-rings of 1. The hepta-coordinated [Ca(H2O)3]2+ ion is directly bound to two molecules of 1 through phenolic oxygens to form a dimeric molecule of 1, [1{Ca(H2O)3}1]2+. Conformational data of PCh and its derivatives observed in known crystal structures are compiled, focusing on the conformation about the C-C bond in the P-O-C-C-N + backbone with a reemphasis that the usually observed gauche conformation could be stabilized by an intramolecular N+-C(methyl group)-H⋯O hydrogen bonding.

本文言語English
ページ(範囲)188-193
ページ数6
ジャーナルJournal of Molecular Structure
1038
DOI
出版ステータスPublished - 2013 4 24

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

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