Chirality最新文献_第6页

Tuning the Chiroptical Properties of Tellurium Nanocrystals With Geometric Control 几何控制对碲纳米晶体热学性质的调节。

IF 3 4区化学

Chirality Pub Date : 2026-06-08 DOI: 10.1002/chir.70111

Yufen Zong, Jie Zhu, Xingfu Zhou, Hai Cao

引用次数: 0

Resolution of Tryptophan Ethyl Ester by Forming Diastereomeric Salts With Di-p-Toluoyl-L-Tartaric Acid 用二对甲苯-酒石酸形成非对映体盐的方法分离色氨酸乙酯。

IF 3 4区化学

Chirality Pub Date : 2026-06-04 DOI: 10.1002/chir.70108

Yujing Sun, Yangfeng Peng, Tianzhong Tong, Hongliang Zhao, Quan He

{"title":"Resolution of Tryptophan Ethyl Ester by Forming Diastereomeric Salts With Di-p-Toluoyl-L-Tartaric Acid","authors":"Yujing Sun, Yangfeng Peng, Tianzhong Tong, Hongliang Zhao, Quan He","doi":"10.1002/chir.70108","DOIUrl":"10.1002/chir.70108","url":null,"abstract":"<div>\u0000 \u0000 A resolution of racemic tryptophan ethyl ester (TrpEt) was performed using L-di-p-toluoyl tartaric acid (L-DTTA) as the resolving agent. Response surface methodology (RSM) was employed to systematically investigate the effects of solvent dosage, molar ratio of racemate to resolving agent, and filtration temperature on the resolution efficiency. Under the optimized conditions, the less soluble diastereomeric salt L-TrpEt·L-DTTA was obtained with an optical purity of 92.4% and a yield of 89.1% after a single resolution step. The experimental results were in good agreement with the predicted values from RSM. To elucidate the chiral recognition mechanism during the resolution process, computational method combining Gaussian and Multiwfn 3.8 and VMD 1.9.3 was used to compare the intermolecular interactions of the less soluble salt L-TrpEt·L-DTTA to those of the more soluble salt D-TrpEt·L-DTTA. The results revealed that the intermolecular interactions in the former were stronger than those in the latter, indicating that L-DTTA preferentially recognizes L-TrpEt and forms the less soluble salt during the resolution process.\u0000 </div>","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 6","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148162149","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Geometric Stabilization of Biomolecular Chirality in Open Systems. 开放体系中生物分子手性的几何稳定性。

IF 2.4 4区化学

Chirality Pub Date : 2026-06-01 DOI: 10.1002/chir.70107

Vicente Domínguez-Arca

{"title":"Geometric Stabilization of Biomolecular Chirality in Open Systems.","authors":"Vicente Domínguez-Arca","doi":"10.1002/chir.70107","DOIUrl":"10.1002/chir.70107","url":null,"abstract":"The homochirality of life-the exclusive use of L-amino acids and the universal right-handedness of <math> <semantics><mrow><mi>α</mi></mrow> <annotation>$$ alpha $$</annotation></semantics> </math> -helices-stands as one of the most persistent asymmetries in biology. While often attributed to kinetic or energetic biases, the overwhelming statistical dominance of these chiral forms still lacks a fully compelling thermodynamic and geometric explanation. Here, we propose a geometric mechanism for the stabilization and amplification of biomolecular handedness in open, entropy-producing systems. By introducing a local chirality marker based on the sign of a scalar triple product (equivalently, the sign of a determinant built from atomic coordinate differences and the local helical axis), we show that right-handed <math> <semantics><mrow><mi>α</mi></mrow> <annotation>$$ alpha $$</annotation></semantics> </math> -helices can be can be represented as orientation-preserving sectors of the local configuration space in the local configuration space. Under physically admissible continuous backbone moves, chirality inversion requires crossing a degenerate subset where the marker vanishes, which constitutes a lower dimensional region of effectively zero measure in the feasible configuration manifold. Consequently, parity-inverting pathways are dynamically suppressed, and once a chiral sign becomes established, it tends to persist and amplify under irreversible evolution consistent with least-time free-energy dissipation. Our framework reframes biomolecular homochirality not as the consequence of a primordial energetic asymmetry but as an emergent, statistically stabilized standard arising from the interplay between nonequilibrium thermodynamics and the geometry of configuration space.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 6","pages":"e70107"},"PeriodicalIF":2.4,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148041424","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

IF 3 4区化学

Chirality Pub Date : 2026-05-27

引用次数: 0

IF 3 4区化学

Chirality Pub Date : 2026-05-27

引用次数: 0

Engineering Chirality in the Solid State: Co-Crystallization as a Strategy for Chiral Induction and Resolution. 固体中的工程手性：共结晶作为手性诱导和分辨的策略。

IF 3 4区化学

Chirality Pub Date : 2026-05-01 DOI: 10.1002/chir.70100

Ramamohana Reddy Maddike, Vivek Sharma, Rajasekhar V S R Pullabhotla, Vinod

{"title":"Engineering Chirality in the Solid State: Co-Crystallization as a Strategy for Chiral Induction and Resolution.","authors":"Ramamohana Reddy Maddike, Vivek Sharma, Rajasekhar V S R Pullabhotla, Vinod","doi":"10.1002/chir.70100","DOIUrl":"10.1002/chir.70100","url":null,"abstract":"Chirality plays a fundamental role in chemistry, biology, and materials science, where molecular activity and performance often depend on enantiomeric purity. However, most synthetic methods produce racemic mixtures, making efficient strategies for enantioseparation and chiral amplification essential. Among the available approaches, crystallization-based methods offer scalable and mechanistically versatile routes for controlling chirality in the solid state. This review summarizes recent advances in solid-state crystallization strategies for chiral resolution, chirality generation, and enantiomeric amplification. Emphasis is placed on the structural and thermodynamic factors governing the formation of racemic compounds, conglomerates, and solid solutions, and how these phase behaviors influence separation outcomes. Key methodologies including preferential crystallization, attrition-enhanced deracemization, and multicomponent crystallization via diastereomeric salts and chiral co-crystals are discussed to illustrate how rational control of intermolecular interactions and phase equilibria enables effective enantioseparation. Emerging insights into supramolecular symmetry breaking and confinement-driven chiral amplification are also highlighted, demonstrating that solid-state processes can generate or amplify chirality even from achiral precursors. By integrating representative examples with broader conceptual analysis, this review outlines key design principles governing chiral outcomes in crystalline systems and highlights expanding applications of chiral co-crystals in pharmaceuticals and as functional materials, providing a framework for future advances in crystallization-mediated chirality control.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 5","pages":"e70100"},"PeriodicalIF":3.0,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147721705","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Control of Chiroptical Properties on Chiral Phosphangulenes Having Azobenzene Moieties by Photoirradiation Based on Synergistic Exciton Coupling. 基于协同激子耦合的偶氮苯基团手性磷烯的光致性控制。

IF 3 4区化学

Chirality Pub Date : 2026-05-01 DOI: 10.1002/chir.70102

Masaki Yamamura, Kazu Nin, Tatsuya Nabeshima

{"title":"Control of Chiroptical Properties on Chiral Phosphangulenes Having Azobenzene Moieties by Photoirradiation Based on Synergistic Exciton Coupling.","authors":"Masaki Yamamura, Kazu Nin, Tatsuya Nabeshima","doi":"10.1002/chir.70102","DOIUrl":"10.1002/chir.70102","url":null,"abstract":"C3-symmetric phosphangulene derivatives feature planar chirality with high inversion barrier due to the phosphorus atom. Chiral phosphangulenes have been extensively studied in recent years and have been reported to show exceptionally characteristic chiroptical properties, which are extraordinarily large values of anisotropy factor. In this study, phosphangulenes having three azobenzene moieties were designed and synthesized and their chiroptical properties were controlled upon photoisomerization of azobenzenes. The phosphangulenes having three azobenzene moieties exhibit the significant decrease of the Cotton effect upon trans-to-cis photoisomerization. This decrease was not merely due to a reduction in absorbance; calculation of the anisotropy factor revealed that the intrinsic chiral properties themselves had changed. TD-DFT calculations indicated that the observed circular dichroism originates from exciton coupling among the three azobenzene moieties. In addition, the effect of exciton coupling was found to decrease markedly upon isomerization of azobenzene to the cis form. In particular, exciton coupling implies a synergistic interaction among multiple azobenzene units, suggesting that the chiroptical properties change nonlinearly as the number of cis isomers increases due to this synergistic effect.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 5","pages":"e70102"},"PeriodicalIF":3.0,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147715889","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Urea/Thiourea-Functionalized BPPFA Ligands for Highly Efficient Chiral Extraction of Amino Acids. 高效手性提取氨基酸的尿素/硫脲功能化BPPFA配体。

IF 3 4区化学

Chirality Pub Date : 2026-05-01 DOI: 10.1002/chir.70103

Jiayi Zhou, Shuping Qin, Shaocheng Tan, He Zhang, Xiong Liu

{"title":"Urea/Thiourea-Functionalized BPPFA Ligands for Highly Efficient Chiral Extraction of Amino Acids.","authors":"Jiayi Zhou, Shuping Qin, Shaocheng Tan, He Zhang, Xiong Liu","doi":"10.1002/chir.70103","DOIUrl":"10.1002/chir.70103","url":null,"abstract":"The development of efficient chiral extractants is a central objective in the field of chiral extraction. In this study, a series of urea/thiourea functionalized BPPFA ligands (UT-BPPFA) were synthesized and employed as chiral extractants for the enantioseparation of phenylalanine (Phe), homophenylalanine (Hph), 3-chlorophenylglycine (3-Cl-Phg), and 4-nitrophenylalanine (4-NO2-Phe). The effects of metal precursors, organic solvents, aqueous phase pH, extractant concentration, and extraction temperature on enantioselectivity were systematically investigated. Under optimized conditions, the UT-BPPFA extractants exhibited excellent enantioseparation performance, with separation factors (α) reaching 14.67, 10.01, 12.14, and 5.08 for Phe, Hph, 3-Cl-Phg, and 4-NO2-Phe, respectively. Mechanistic analysis suggests that the excellent chiral recognition arises from synergistic effects, primarily involving coordination between the amino acid and the central metal ion, as well as hydrogen bonding between the N-H of the urea group and the carbonyl oxygen of the substrate. This study has proposed a class of high-performance chiral extractants and has provided new ideas for the design of novel and highly efficient chiral extractants in the future.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 5","pages":"e70103"},"PeriodicalIF":3.0,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147721756","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Asymmetric Synthesis of Pyranonaphthene-Fused Spirooxindoles via Takemoto's Urea-Catalyzed Cascade Three-Component Reactions. 用Takemoto脲催化级联三组分反应不对称合成吡喃萘-融合螺菌吲哚。

IF 3 4区化学

Chirality Pub Date : 2026-05-01 DOI: 10.1002/chir.70105

Luying Song, Hongming Cui, Xuenan He, Liming Wang, Ying Jin

引用次数: 0

Design, Synthesis, and Enantioselective Cholinesterase Inhibition of Novel Chiral Anthranilic Diamide Derivatives: In Vitro and In Silico Studies. 新型手性邻氨基二胺衍生物的设计、合成和对映选择性胆碱酯酶抑制：体外和计算机研究。

IF 2.4 4区化学

Chirality Pub Date : 2026-05-01 DOI: 10.1002/chir.70104

Turgay Tunç, Namık Kılınç, Nadir Demirel, Zuhal Alım

{"title":"Design, Synthesis, and Enantioselective Cholinesterase Inhibition of Novel Chiral Anthranilic Diamide Derivatives: In Vitro and In Silico Studies.","authors":"Turgay Tunç, Namık Kılınç, Nadir Demirel, Zuhal Alım","doi":"10.1002/chir.70104","DOIUrl":"10.1002/chir.70104","url":null,"abstract":"Acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes are responsible for the hydrolysis of acetylcholine and play a vital role in Alzheimer's disease (AD) pathology. The observation of decreased AChE activity and a significant increase in BChE activity in the advanced stages of AD makes the identification of novel inhibitors targeting both AChE and BChE enzymes crucial. In this study, novel chiral anthranilic acid-based diamide derivatives (5a-5d, 7a, and 7b) with pure enantiomer structures were synthesized, and their inhibitory potential on AChE and BChE was comprehensively investigated. The structures of the synthesized compounds were confirmed by 1H NMR, 13C NMR, IR, and LC-MS analyses. In vitro cholinesterase inhibition studies showed that all compounds exhibited significant inhibitory activity against both enzymes. Specifically, compounds 7a and 7b, containing 2,6-pyridine dicarbonyl, exhibited higher AChE and BChE inhibition compared with the reference drug tacrine, displaying IC50 values at the nanomolar level. Enantioselective analyses showed that S-enantiomers were significantly more effective in AChE inhibition, while enzyme-specific inverse stereoselective preferences emerged in BChE inhibition. Experimental findings were supported by induced coherent molecular docking (IFD), MM-GBSA binding free energy calculations, and 250-ns molecular dynamics simulations. In silico analyses confirmed that 7b exhibited high stability and strong interactions in the AChE active site and 7a in the BChE active pocket. Furthermore, ADME analyses revealed that the compounds possessed favorable pharmacokinetic and drug-like properties. In conclusion, this study demonstrates that chiral anthranilic diamide derivatives are promising novel AChE/BChE inhibitor candidates that act as potent and selective cholinesterase inhibitors.","PeriodicalId":10170,"journal":{"name":"Chirality","volume":"38 5","pages":"e70104"},"PeriodicalIF":2.4,"publicationDate":"2026-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147764101","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0