Choreoisosteres：大环铰链中的假原子变异保护了结构和动力学。

IF 3.7 Q2 CHEMISTRY, PHYSICAL

ACS Physical Chemistry Au Pub Date : 2025-03-10 eCollection Date: 2025-03-26 DOI:10.1021/acsphyschemau.4c00103

Alexander J Menke, Joseph H Reibenspies, Casey J Patterson-Gardner, Alexander M Engstrom, R Scott Lokey, Eric E Simanek

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引用次数: 0

摘要

不同的假原子，三个具有等构取代的大环（二甲基，环丙基，环丁基）可以被描述为choreoisosteres。在环境条件下，它们共享一种动态的铰链式运动，在溶液中可以被描述为完全旋转。接合障碍ΔG‡在实验误差范围内是相同的：ΔG‡= 14.2-15.2 kcal/mol，由变温13C NMR波谱判断。与保守的动力学行为和等构一致，包括疏水性和溶液/膜扩散常数在内的其他物理性质可以预测。

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Choreoisosteres: Pseudoatom Variation in Macrocyclic Hinges Conserves Structure and Dynamics.

Differing in pseudoatom, three macrocycles with isosteric substitutions (geminal dimethyl, cyclopropyl, cyclobutyl) can be described as choreoisosteres. Under ambient conditions, they share a dynamic hinge-like motion that can be described as fully revolute in solution. The barriers to hinging, ΔG ^‡, are identical within experimental error: ΔG ^‡ = 14.2-15.2 kcal/mol as judged by variable-temperature ¹³C NMR spectroscopy. Consistent with conserved dynamic behavior and isosterism, other physical properties including hydrophobicity and solution/membrane diffusion constants are amenable to prediction.

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来源期刊

ACS Physical Chemistry Au 物理化学-

CiteScore

3.70

自引率

0.00%

发文量

期刊介绍： ACS Physical Chemistry Au is an open access journal which publishes original fundamental and applied research on all aspects of physical chemistry. The journal publishes new and original experimental computational and theoretical research of interest to physical chemists biophysical chemists chemical physicists physicists material scientists and engineers. An essential criterion for acceptance is that the manuscript provides new physical insight or develops new tools and methods of general interest. Some major topical areas include:Molecules Clusters and Aerosols; Biophysics Biomaterials Liquids and Soft Matter; Energy Materials and Catalysis