解密γ-环糊精疏水腔水合机制:一项综合实验和理论研究。

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC Beilstein Journal of Organic Chemistry Pub Date : 2024-10-17 eCollection Date: 2024-01-01 DOI:10.3762/bjoc.20.221
Stiliyana Pereva, Stefan Dobrev, Tsveta Sarafska, Valya Nikolova, Silvia Angelova, Tony Spassov, Todor Dudev
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引用次数: 0

摘要

环糊精(CD)是一种宿主系统,具有与各种分子实体(大多是疏水性物质)形成包合物的固有能力。宿主 CD 对水分子也有很强的容纳性,通常在原生状态下就含有水。关于水分子的总数及其在光盘空腔内的优先结合位置,目前仍在进行讨论。为了了解 γ-CD(三种最丰富的原生 CD 中最大的一种)的水合/脱水特性,本研究采用的主要实验方法是差示扫描量热法(DSC)和热重分析法(TGA)。通过将这些技术与密度泛函理论(DFT)计算相结合,我们试图揭示 γ-CD 水合的机理,并解决一些未解答的问题:(i) 水分子在大环空腔中的最佳位置("热点")是什么;(ii) 促成 CD 内部水簇稳定性的主要因素是什么;(iii) 什么类型的相互作用(即、(iv) γ-CD 与 α-CD 和 β-CD 水合机制的比较。
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Deciphering the mechanism of γ-cyclodextrin's hydrophobic cavity hydration: an integrated experimental and theoretical study.

Cyclodextrins (CDs) are host systems with inherent capability for inclusion complex formation with various molecular entities, mostly hydrophobic substances. Host CDs are highly accommodative to water molecules as well and usually contain water in the native state. There is still an ongoing discussion on both the total number of water molecules and their preferred binding position inside the cavities of the CDs. To understand the hydration/dehydration properties of γ-CD (the largest of the three most abundant native CDs), the main experimental methods applied in this study were differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). By coupling these techniques with density functional theory (DFT) calculations we try to shed some light on the mechanism of the γ-CD hydration and to address some unanswered questions: (i) what are the preferable locations for water molecules in the macrocyclic cavity ("hot spots"); (ii) what are the major factors contributing to the stability of the water cluster in the CD interior; (iii) what type of interactions (i.e., water-water and/or water-CD walls) contribute to the stability of the water assemble; (iv) how does the mechanism of the γ-CD hydration compare with those of its α-CD and β-CD counterparts.

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来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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