Solution structure of quinoline- and pyridine-derived oligoamide foldamers
Solution structure of quinoline- and pyridine-derived oligoamide foldamers
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DOI：
10.1002/chem.200500395
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发表时间：
2005-10-21
影响因子：
4.3
通讯作者：
Huc, I
中科院分区：
文献类型：
--
作者：
Dolain, C;Grélard, A;Huc, I
明确阐明一个新的折叠结构的解决方案可能会被证明是一个非常具有挑战性的任务。为解决α-肽的溶液结构而开发的NMR方案已应用于脂肪族β-和γ-肽，但不直接适用于芳香族低聚物。特别是，芳香族序列中的自旋系统串不能仅仅从质子之间的相关性来重建。对于芳香族低聚物，研究表明，通过HMBC和HSQC实验分配大部分（CNMR）-C-13光谱可以明确分配质子NMR光谱，从而解释NOE相关性。这已经用喹啉和吡啶衍生的低聚酰胺折叠体实现，并且应该适用于广泛的低聚物，包括单体的各种组合。NOE相关性允许明确的溶液结构阐明的螺旋构象的低聚酰胺衍生自吡啶和喹啉单体，在这些系列中，溶液结构对应非常好，在固态下观察到的结构。
The unambiguous elucidation of a new folded structure in solution may prove to be a very challenging task. The NMR protocols developed for solving the solution structures of alpha-peptides have been applied to aliphatic beta- and gamma-peptides but are not directly applicable to aromatic oligomers. In particular, the string of spin systems in an aromatic sequence cannot be reconstituted solely from correlations between protons. For aromatic oligomers, it is shown that the assignment of a large part of the (CNMR)-C-13 spectrum through HMBC and HSQC experiments allows to unambiguously assign proton NMR spectra and in turn to interpret NOE correlations. This has been implemented both with quinoline- and pyridine-derived oligoamide foldamers, and should be applicable to a wide range of oligomers including various combinations of monomers. The NOE correlations allow the unambiguous solution structure elucidation of helical conformations of oligoamides derived from pyridine and quinoline monomers showing that, in these series, the solution structures correspond very well to the structures observed in the solid state.