Folding-Generated Molecular Tubes Containing One-Dimensional Water Chains

Folding-Generated Molecular Tubes Containing One-Dimensional Water Chains
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DOI:
10.1021/jacs.5b11808
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发表时间:
2016-01-13
影响因子:
15
通讯作者:
Jeong, Kyu-Sung
Jeong, Kyu-Sung
中科院分区:
化学1区
文献类型:
--
作者:
Jeon, Hae-Geun;Jung, Jin Young;Jeong, Kyu-Sung

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制备了一系列折叠成螺旋构象的吲哚并咔唑-吡啶(IP)低聚物,并揭示了它们在溶液和固态中的折叠特征。这些 IP 折叠体的螺旋折叠是由两个重复单元之间的乙炔键和 pi 堆积的偶极相互作用引起的。螺旋折叠后,芳香质子的 H-1 NMR 信号显着向高场移动 Delta δ = 0.5-2.2 ppm。此外,在吸收和发射光谱中观察到低色移和荧光猝灭。 X射线晶体结构清楚地表明IP折叠体折叠成具有圆柱形内腔的螺旋结构,其中3或5个水分子被一维阵列中的氢键相互作用占据,让人想起跨膜水通道,称为水通道蛋白。
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 pi-stacking between two repeating units. Upon helical folding, H-1 NMR signals of aromatic protons were significantly shifted upfield by Delta delta = 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.