Organic Letters
Organic Letters
5 years ago

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

Aromatic Hybrid Foldamer with a Hydrophilic Helical Cavity Capable of Encapsulating Glucose
Hae-Geun Jeon, Seungwon Lee, Philjae Kang, Ji Young Hwang, Ye Rin Choi, Kyu-Sung Jeong, Junyoung Kim
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02768

DOI: 10.1021/acs.orglett.7b02768

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