Chemistry - A European Journal最新文献

Glutathione-Triggered Nitrite Release From Organic Nitrites Enhances Nitric Oxide Bioavailability in Mammalian Cells. 从有机亚硝酸盐中释放谷胱甘肽引发的亚硝酸盐提高了哺乳动物细胞中一氧化氮的生物利用度。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-10-03 DOI: 10.1002/chem.202502890

Shubham Sahu, Sagar Kumar, Govindasamy Mugesh

{"title":"Glutathione-Triggered Nitrite Release From Organic Nitrites Enhances Nitric Oxide Bioavailability in Mammalian Cells.","authors":"Shubham Sahu, Sagar Kumar, Govindasamy Mugesh","doi":"10.1002/chem.202502890","DOIUrl":"https://doi.org/10.1002/chem.202502890","url":null,"abstract":"The conversion of nitrite (NO2 -) to nitric oxide (NO) represents a key pathway for NO generation under ischemic conditions. Therefore, organic nitro compounds capable of releasing nitrite under physiological environments have attracted considerable attention. Here, we demonstrate that simple 4-nitro-1,8-naphthalimide derivatives efficiently and almost quantitatively liberate nitrite upon reaction with biological thiols, particularly glutathione (GSH). These compounds function as NO prodrugs, enhancing NO bioavailability in mammalian cells through intracellular nitrite-to-NO conversion. Notably, their selectivity toward GSH and the intrinsic fluorescence of the resulting glutathione adducts enable their use as probes for monitoring intracellular GSH levels. Furthermore, cotreatment of endothelial cells with these naphthalimide derivatives and the NO probe DAF-FM diacetate provides a valuable strategy to distinguish between endogenously produced NO and NO generated via synthetic nitro compound-derived nitrite release. Together, these findings highlight 4-nitro-1,8-naphthalimides as a promising platform for both NO delivery and real-time cellular redox sensing.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e02890"},"PeriodicalIF":3.7,"publicationDate":"2025-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145211200","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

An Improved Cysteine-Based Labeling Strategy for GPCR Structural Dynamics Studies. 一种改进的半胱氨酸标记策略用于GPCR结构动力学研究。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-10-03 DOI: 10.1002/chem.202501656

Jintao Liu, Ju Yang, Zhuoqi Wang, Changwen Jin, Yunfei Hu

引用次数: 0

Unraveling an Organic Soluble Precursor-Based Low-Temperature Synthetic Strategy to Impurity-Free Pristine and Transition Metal Doped Lead Apatites. 基于有机可溶性前驱体的低温合成无杂质原始和过渡金属掺杂铅磷灰石策略的研究。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-10-03 DOI: 10.1002/chem.202501888

Meera P Reghunath, Ramaswamy Murugavel

{"title":"Unraveling an Organic Soluble Precursor-Based Low-Temperature Synthetic Strategy to Impurity-Free Pristine and Transition Metal Doped Lead Apatites.","authors":"Meera P Reghunath, Ramaswamy Murugavel","doi":"10.1002/chem.202501888","DOIUrl":"https://doi.org/10.1002/chem.202501888","url":null,"abstract":"Doping of hydroxyapatites has garnered considerable interest, as it enables the tuning of the material's intrinsic properties. However, synthesizing hydroxyapatites and their doped variants is highly challenging, as the synthesis demands high temperature and complex, multi-step reaction conditions. Hence, we propose a soft, one-step synthetic approach to develop single-phase lead hydroxyapatite (Pb-HA), Pb10(PO4)6(OH)2, and transition metal-doped lead hydroxyapatites (TM-doped Pb-HA), Pb10-xMx(PO4)6(OH)2 (x ≃ 0.5 to 1.0) (M = Cu, Co, or Mn) through a low-temperature hydrothermal decomposition route under neutral conditions. A newly synthesized 1D lead phosphate polymer [Pb(μ-dtbp)2]n (1) (dtbp = di-tert-butylphosphate) has been used as the metal-organic precursor for different lead phosphate phases by employing both solvothermal and solid-state thermal decomposition pathways. Hydrothermal decomposition of 1 in the presence of required stoichiometric amounts of an additional lead precursor, PbO, and transition phosphates/metal oxides (MO) at 140 °C gave phase-pure Pb-HA and TM-doped Pb-HA. The associated magnetic and electronic property analysis revealed that all the synthesized materials display paramagnetic behavior, and they are wide-gap n-type semiconductors. More pertinently, this mild, versatile route offers improved control over the metal-to-ligand ratio compared to existing methods and can be adapted to introduce other divalent transition metals into hydroxyapatite frameworks.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e01888"},"PeriodicalIF":3.7,"publicationDate":"2025-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145211255","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

Water-Soluble Squaraine-Based NIR Chromofluorogenic Probe for HClO/ClO^- Detection in Environmental Waters and Live-Cell Bioimaging. 水溶性角鲨胺基近红外荧光探针用于环境水体中HClO/ClO-的检测和活细胞生物成像。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-10-01 DOI: 10.1002/chem.202502401

Huifang Li, Wanying Li, Yiru Tang, Xinsen He, Ying Xiong, Yimou Gong, Ji Lu, Xianchao Pan, Jun Wang, Na Hao, Lin Yang

{"title":"Water-Soluble Squaraine-Based NIR Chromofluorogenic Probe for HClO/ClO- Detection in Environmental Waters and Live-Cell Bioimaging.","authors":"Huifang Li, Wanying Li, Yiru Tang, Xinsen He, Ying Xiong, Yimou Gong, Ji Lu, Xianchao Pan, Jun Wang, Na Hao, Lin Yang","doi":"10.1002/chem.202502401","DOIUrl":"https://doi.org/10.1002/chem.202502401","url":null,"abstract":"Hypochlorous acid/hypochlorite (HClO/ClO-), as critical biological reactive oxygen species (ROS), plays essential roles in numerous physiological and pathological processes. To enable sensitive detection of HClO/ClO- in environmental water samples and living cells, a near-infrared (NIR) water-soluble squaraine-based chromofluorogenic probe SO3SQ was developed. SO3SQ exhibits good water solubility, NIR detection wavelength (696 nm/725 nm), high selectivity, rapid response time (within seconds), visible colorimetric response, and minimal cytotoxicity. Furthermore, SO3SQ achieved quantitative HClO/ClO- detection in environmental water samples and realized real-time fluorescence imaging of exogenous/endogenous HClO/ClO- in HepG2 cells. This work provides new ideas for the future design of NIR water-soluble HClO/ClO- probes, while expanding the application of squaraine dyes as HClO/ClO- probes.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e02401"},"PeriodicalIF":3.7,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145197530","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

Modular Assembly of Macrocyclic Sulfonamides via Consecutive Cascade Ring Expansion Reactions. 通过连续级联扩环反应组装大环磺胺类化合物。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-10-01 DOI: 10.1002/chem.202502887

Will E Orukotan, Ben J Knapper, Daniela Dimitrova, William P Unsworth

引用次数: 0

Shedding Light on Synthetic Autocatalysis: From Conventional Closed-Shell Chemistries to Overlooked Open-Shell Occurrences. 揭示合成自催化：从传统的闭壳化学到被忽视的开壳事件。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-10-01 DOI: 10.1002/chem.202502075

Jaspreet Kaur, Joshua P Barham

引用次数: 0

Ion-Pairing-Modulated Diradical Properties in Partially Conjugated Negatively Charged π-Electronic Systems. 部分共轭负电荷π-电子体系中离子对调制的双自由基性质。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-09-30 DOI: 10.1002/chem.202502698

Hiroto Kobayashi, Takashi Kubo, Shinya Sugiura, Yohei Haketa, Hiromitsu Maeda

引用次数: 0

A [3]Rotaxane Containing {Ti₇Ga} Rings Linking Cu^II: Synthesis, Structure, and Spectroscopic Studies. 含{Ti7Ga}环连接CuII的[3]轮烷：合成、结构和光谱研究。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-09-30 DOI: 10.1002/chem.202502530

Selena J Lockyer, Lubomir Loci, George F S Whitehead, Inigo J Vitorica-Yrezabal, Grigore A Timco, Alice M Bowen, Eric J L McInnes, Richard E P Winpenny

{"title":"A [3]Rotaxane Containing {Ti7Ga} Rings Linking CuII: Synthesis, Structure, and Spectroscopic Studies.","authors":"Selena J Lockyer, Lubomir Loci, George F S Whitehead, Inigo J Vitorica-Yrezabal, Grigore A Timco, Alice M Bowen, Eric J L McInnes, Richard E P Winpenny","doi":"10.1002/chem.202502530","DOIUrl":"https://doi.org/10.1002/chem.202502530","url":null,"abstract":"We report the synthesis of extended hybrid organic-inorganic rotaxanes based on (pyCH2NH2CH2CH2py)[TiIV 7GaIIIO8(O2CtBu)16] (1) and (pyCH2NH2CH2py)[TiIV 7GaIIIO8(O2CtBu)16] (3) building blocks, containing an anionic macrocycle and doubly pyridyl-terminated secondary ammonium threads. Reaction of 1 and 3 with [Cu(hfac)2] (hfac = 1,1,1,5,5,5-hexafluoroacetylacetonate) gives {[Cu(hfac)2]3[1]2} (2) and {[Cu(hfac)2]2[3]} (4), respectively, which are characterized by single-crystal X-ray crystallography. The products are controlled by the differing steric demands imposed by the two arms of the thread. The structure of 2 is an extended [3]rotaxane, with two molecules of 1 binding to a central [Cu(hfac)2] molecule via the longer arm of the thread, and two [Cu(hfac)2] units terminating the structure at the shorter arm. The structure of 4, where both arms of the thread are short, is an extended [2]rotaxane terminated by two molecules of [Cu(hfac)2]. The Cu…Cu…Cu fragment in 2 is linear, with the central Cu lying on an inversion center and with a separation between the terminal copper ions of 31.3 Å. Double Electron-Electron Resonance (DEER; also known as PELDOR) spectroscopy proves that the [3]rotaxane structure remains intact in solution, detecting both terminal…center and terminal…terminal Cu…Cu interactions, with orientation-selective measurements demonstrating that there is a rearrangement of the structure at the terminal positions on dissolution.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e02530"},"PeriodicalIF":3.7,"publicationDate":"2025-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145190483","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

Unraveling the Ruthenium(VIII)-Mediated Oxidation of N-Hydroxy Pyrrolidines to Cyclic Nitrones. 钌（VIII）介导的n -羟基吡咯烷氧化生成环硝基酮的研究。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-09-30 DOI: 10.1002/chem.202502858

Manuel Pedrón, Tomás Tejero, Pedro Merino

{"title":"Unraveling the Ruthenium(VIII)-Mediated Oxidation of N-Hydroxy Pyrrolidines to Cyclic Nitrones.","authors":"Manuel Pedrón, Tomás Tejero, Pedro Merino","doi":"10.1002/chem.202502858","DOIUrl":"https://doi.org/10.1002/chem.202502858","url":null,"abstract":"The oxidation of N-hydroxypyrrolidines to cyclic nitrones represents a valuable transformation in organic synthesis due to the synthetic utility of such nitrones. In this work, we present a detailed computational study of the oxidation of five-membered N-hydroxylamines using ruthenium tetroxide. Through density functional theory (DFT) calculations complemented by topological analyses of the electron localization function (ELF), we reveal a concerted yet highly asynchronous two-electron transfer mechanism. No intermediates as energy minima are identified, but the reaction trajectory lies near the borderline between stepwise and concerted pathways. Our findings indicate that regioselectivity in the oxidation process does not correlate with the electronic nature of the substituent at position 3, but is instead governed by steric hindrance effects that modulate the approach of the ruthenium tetroxide moiety. This steric control provides a rational explanation for the modest regioselectivity observed experimentally. Notably, the computational predictions align closely with experimental product distributions, lending strong support to the proposed mechanistic model.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e02858"},"PeriodicalIF":3.7,"publicationDate":"2025-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145190410","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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

Balgacyclamide A: Structural Revision of the First Reported Total Synthesis and Evaluation of Oxazoline Synthesis via β-Hydroxy Amides Dehydrative Cyclization Conditions. Balgacyclamide A：首次报道的全合成的结构修正和β-羟基酰胺脱水环化条件下合成恶唑啉的评价。

IF 3.7 2区化学

Chemistry - A European Journal Pub Date : 2025-09-30 DOI: 10.1002/chem.202502036

Arnaldo X Torres-Hernandez, Prathibha Desman, Ryan J Rafferty

{"title":"Balgacyclamide A: Structural Revision of the First Reported Total Synthesis and Evaluation of Oxazoline Synthesis via β-Hydroxy Amides Dehydrative Cyclization Conditions.","authors":"Arnaldo X Torres-Hernandez, Prathibha Desman, Ryan J Rafferty","doi":"10.1002/chem.202502036","DOIUrl":"https://doi.org/10.1002/chem.202502036","url":null,"abstract":"A total synthesis of balgacyclamide A was reported for the first time in 2020, however, after multiple epimerization studies of β-hydroxy amides dehydrative cyclization to access oxazolines, we proposed a configurational reassignment from the previous synthetic pathway. Balgacyclamide A is a macrocyclic hexapeptide with antiparasitic activity against Plasmodium falciparum and Trypanosoma brucei rhodesiense. Chemically, its core contains six amino acids that undergo heterocyclization to form one thiazole and two oxazoline rings. Two of the six amino acids are L-threonines that play an important role in their synthetic pathway to achieve oxazolines with the right configuration upon epimerization at the β-carbon. Thus, we investigated the effect of L-threonine and L-allothreonine β-carbon epimerization via the Burgess reagent, diethylaminosulfur trifluoride (DAST), and (NH4)6Mo7O24•4H2O catalyst to support previous oxazoline synthetic studies. Furthermore, the first total synthesis of balgacyclamide A and an epimer is reported via multiple synthetic key steps that involve a tandem sulfur incorporation, cyclization, and aromatization of the thiazole, and a late-stage β-hydroxy amide Walden inversion to access both oxazolines.","PeriodicalId":144,"journal":{"name":"Chemistry - A European Journal","volume":" ","pages":"e02036"},"PeriodicalIF":3.7,"publicationDate":"2025-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145190443","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"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