Folding-Generated Molecular Tubes Containing One-Dimensional Water Chains

Hae Geun Jeon, Jin Young Jung, Philjae Kang, Moon-Gun Choi, Kyu-Sung Jeong

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

A series of indolocarbazole-pyridine (IP) oligomers were prepared that fold into helical conformations, and their folding features in solution and in the solid state were revealed. Helical folding of these IP foldamers is induced by dipolar interactions through the ethynyl bond and π-stacking between two repeating units. Upon helical folding, 1H NMR signals of aromatic protons were significantly shifted upfield by Δδ = 0.5-2.2 ppm. In addition, hypochromic shifts and fluorescence quenching were observed in the absorption and emission spectra. X-ray crystal structures clearly demonstrated that IP foldamers folded to helical structures with cylindrical internal cavities wherein 3 or 5 water molecules were occupied by hydrogen-bonding interactions in a 1-D array, reminiscent of transmembrane water channels, called aquaporins.

Original languageEnglish
Pages (from-to)92-95
Number of pages4
JournalJournal of the American Chemical Society
Volume138
Issue number1
DOIs
Publication statusPublished - 2016 Jan 13

Fingerprint

Pyridine
Aquaporins
Water
Hydrogen Bonding
Oligomers
Conformations
Protons
Quenching
Hydrogen bonds
Crystal structure
Fluorescence
Nuclear magnetic resonance
X-Rays
X rays
Molecules
pyridine
Proton Magnetic Resonance Spectroscopy

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Jeon, Hae Geun ; Jung, Jin Young ; Kang, Philjae ; Choi, Moon-Gun ; Jeong, Kyu-Sung. / Folding-Generated Molecular Tubes Containing One-Dimensional Water Chains. In: Journal of the American Chemical Society. 2016 ; Vol. 138, No. 1. pp. 92-95.
@article{292b3967b2a940d9bdab592b3406dbb3,
title = "Folding-Generated Molecular Tubes Containing One-Dimensional Water Chains",
abstract = "A series of indolocarbazole-pyridine (IP) oligomers were prepared that fold into helical conformations, and their folding features in solution and in the solid state were revealed. Helical folding of these IP foldamers is induced by dipolar interactions through the ethynyl bond and π-stacking between two repeating units. Upon helical folding, 1H NMR signals of aromatic protons were significantly shifted upfield by Δδ = 0.5-2.2 ppm. In addition, hypochromic shifts and fluorescence quenching were observed in the absorption and emission spectra. X-ray crystal structures clearly demonstrated that IP foldamers folded to helical structures with cylindrical internal cavities wherein 3 or 5 water molecules were occupied by hydrogen-bonding interactions in a 1-D array, reminiscent of transmembrane water channels, called aquaporins.",
author = "Jeon, {Hae Geun} and Jung, {Jin Young} and Philjae Kang and Moon-Gun Choi and Kyu-Sung Jeong",
year = "2016",
month = "1",
day = "13",
doi = "10.1021/jacs.5b11808",
language = "English",
volume = "138",
pages = "92--95",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
number = "1",

}

Folding-Generated Molecular Tubes Containing One-Dimensional Water Chains. / Jeon, Hae Geun; Jung, Jin Young; Kang, Philjae; Choi, Moon-Gun; Jeong, Kyu-Sung.

In: Journal of the American Chemical Society, Vol. 138, No. 1, 13.01.2016, p. 92-95.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Folding-Generated Molecular Tubes Containing One-Dimensional Water Chains

AU - Jeon, Hae Geun

AU - Jung, Jin Young

AU - Kang, Philjae

AU - Choi, Moon-Gun

AU - Jeong, Kyu-Sung

PY - 2016/1/13

Y1 - 2016/1/13

N2 - A series of indolocarbazole-pyridine (IP) oligomers were prepared that fold into helical conformations, and their folding features in solution and in the solid state were revealed. Helical folding of these IP foldamers is induced by dipolar interactions through the ethynyl bond and π-stacking between two repeating units. Upon helical folding, 1H NMR signals of aromatic protons were significantly shifted upfield by Δδ = 0.5-2.2 ppm. In addition, hypochromic shifts and fluorescence quenching were observed in the absorption and emission spectra. X-ray crystal structures clearly demonstrated that IP foldamers folded to helical structures with cylindrical internal cavities wherein 3 or 5 water molecules were occupied by hydrogen-bonding interactions in a 1-D array, reminiscent of transmembrane water channels, called aquaporins.

AB - A series of indolocarbazole-pyridine (IP) oligomers were prepared that fold into helical conformations, and their folding features in solution and in the solid state were revealed. Helical folding of these IP foldamers is induced by dipolar interactions through the ethynyl bond and π-stacking between two repeating units. Upon helical folding, 1H NMR signals of aromatic protons were significantly shifted upfield by Δδ = 0.5-2.2 ppm. In addition, hypochromic shifts and fluorescence quenching were observed in the absorption and emission spectra. X-ray crystal structures clearly demonstrated that IP foldamers folded to helical structures with cylindrical internal cavities wherein 3 or 5 water molecules were occupied by hydrogen-bonding interactions in a 1-D array, reminiscent of transmembrane water channels, called aquaporins.

UR - http://www.scopus.com/inward/record.url?scp=84954413244&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84954413244&partnerID=8YFLogxK

U2 - 10.1021/jacs.5b11808

DO - 10.1021/jacs.5b11808

M3 - Article

VL - 138

SP - 92

EP - 95

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 1

ER -