Aromatic Hybrid Foldamer with a Hydrophilic Helical Cavity Capable of Encapsulating Glucose

Ji Young Hwang; Hae-Geun Jeon; Ye Rin Choi; Junyoung Kim; Philjae Kang; Seungwon Lee; Kyu-Sung Jeong

doi:10.1021/acs.orglett.7b02768

Aromatic Hybrid Foldamer with a Hydrophilic Helical Cavity Capable of Encapsulating Glucose

Org Lett. 2017 Oct 20;19(20):5625-5628. doi: 10.1021/acs.orglett.7b02768. Epub 2017 Oct 11.

Authors

Ji Young Hwang¹, Hae-Geun Jeon¹, Ye Rin Choi¹, Junyoung Kim¹, Philjae Kang¹, Seungwon Lee¹, Kyu-Sung Jeong¹

Affiliation

¹ Department of Chemistry, Yonsei University , Seoul 03722, South Korea.

PMID: 29019411
DOI: 10.1021/acs.orglett.7b02768

Abstract

An indolocarbazole-naphthyridine hybrid oligomer capable of adopting a stable helical conformation was prepared, and its folding properties were thoroughly studied in the solid state and in solution. As a result of folding, a hydrophilic cavity was generated inside the helix wherein monosaccharides were able to be encapsulated in the order of glucose (9.6 × 10⁴ M^-1) > galactose (1.0 × 10⁴ M^-1) ≫ mannose (∼0) in 10% (v/v) DMSO/CH₂Cl₂.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Glucose / chemistry*
Models, Molecular
Molecular Conformation

Substances

Glucose