环功能化在以人为基础的旋中对对核酸和DNA的结合特性的影响
Ismet Basaran1, Aleksandr M Agafontsev1, Boris S Morozov1
1Department of Chemistry and Pharmacy, Friedrich-Alexander University (FAU) Erlangen-Nürnberg, 91052, Erlangen, Germany.
Chemistry (Weinheim an der Bergstrasse, Germany)
|August 7, 2024
概括
合成受体称为环素显示核三酸盐 (NTP) 和DNA的识别得到了改进. 添加环增强了结合亲和力,并使新的DNA相互作用模式成为可能,帮助疾病治疗研究.
科学领域:
- 超分子化学 超分子化学
- 化学生物学是化学生物学.
- 药品化学 药品化学 是一个
背景情况:
- 对核基和短DNA序列的超分子识别对于开发新型治疗策略至关重要.
- 为特定的核酸标设计具有可控亲和性和选择性的合成受体仍然是一个重大挑战.
研究的目的:
- 为了研究环替代剂对甲-甲亚环受体的影响.
- 评估这些修改对核三酸盐 (NTP) 和双链DNA (dsDNA) 识别的影响.
主要方法:
- 合成和特征改性炭 - 素阿扎cyclophanes.
- 核磁共振 (NMR) 光谱用于结合性研究.
- 分子建模计算以阐明结合模式.
主要成果:
- 在旋风结构上引入环,导致对NTP的亲和力增加了10倍.
- 修改后的环旋显示了与双链DNA的槽和间结合模式.
- 核磁共振和计算研究证实了核基在旋腔内作为核酸的一部分被封装.
结论:
- 炭-阿扎cyclophanes中的替代品修改显著提高了NTP和dsDNA的识别.
- 这些发现为设计针对核酸的治疗应用的先进合成受体提供了基础.
相关概念视频
π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds
1.2K
In aromatic compounds, such as benzene, the circulation of (4n + 2) π-electrons sets up a diamagnetic or diatropic ring current around the perimeter of the molecule. This current induces a magnetic field that opposes the external field inside the ring and reinforces it on the outside. The protons in benzene are deshielded and exhibit high chemical shifts in the range 6.5–8.5 ppm. The shielding effect at the center of the ring is evident in complex aromatic molecules, such as...
1.2K
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
6.0K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
6.0K
Aromatic Hydrocarbon Anions: Structural Overview
2.7K
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous...
Due to the absence of continuous...
2.7K
Variables Affecting Phosphorescence and Fluorescence
493
Fluorescence and phosphorescence are essential phenomena in fields like analytical chemistry, biological imaging, and materials science, where they detect molecular properties and visualize cellular structures. Understanding the variables that influence these luminescent behaviors is crucial for maximizing accuracy and efficiency in their applications. These variables can broadly be grouped into chemical structure, solvent properties, and external conditions, each playing a distinct role in...
493
Aromatic Hydrocarbon Cations: Structural Overview
2.8K
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
Removing one hydrogen from the intervening CH2 group...
2.8K
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
5.5K
All meta-directing substituents are deactivating groups. These substituents withdraw electrons from the aromatic ring, making the ring less reactive toward electrophilic substitution. For example, the nitration of nitrobenzene is 100,000 times slower than that of benzene because of the deactivating effect of the nitro group. The first step in an electrophilic aromatic substitution is the addition of an electrophile to form a resonance-stabilized carbocation. The energy diagrams for...
5.5K


