Mohammad Pazand, Nadiya Koukabi, Ahmad Nouri Parouch
{"title":"Optimizing photo-oxidation of alcohols to aldehydes: a study on the high-performance photocatalytic activity of methylene blue","authors":"Mohammad Pazand, Nadiya Koukabi, Ahmad Nouri Parouch","doi":"10.1007/s00706-024-03228-x","DOIUrl":"https://doi.org/10.1007/s00706-024-03228-x","url":null,"abstract":"<p>This research investigates methylene blue as a high-performance photocatalyst in the photo-oxidation conversion of alcohols to aldehydes. The present study investigates the optimal conditions for the solvent effect, catalyst, and oxidant amount. The objective is to identify the most practical combination of these factors to optimize the desired outcome of the experiment. The notable characteristics of this transformation include its gentle conditions, the use of a metal-free organic dye as a photocatalyst, and TBHP’s dual function as both a radical initiator and a means for regenerating the photocatalyst. This research provides valuable insights into the potential of methylene blue as a high-performance photocatalyst in the photo-oxidation reaction of alcohols, paving the way for more efficient photocatalytic processes.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"100 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141932474","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Gene sll1454 is important for growth of Synechocystis sp. PCC 6803 on nitrate as the only source of nitrogen","authors":"Ronald Stebegg, Georg Schmetterer, Annette Rompel","doi":"10.1007/s00706-024-03236-x","DOIUrl":"https://doi.org/10.1007/s00706-024-03236-x","url":null,"abstract":"<p>The gene <i>sll1454</i> (<i>narB</i>) encodes a nitrate reductase in <i>Synechocystis</i> sp. PCC 6803. Deletion of <i>sll1454</i> was performed by insertion of a gene coding for a neomycin phosphate transferase (<i>npt</i>) in both directions to the <i>sll1454</i> ORF resulting in two different mutant strains named <i>sll1454</i>::<i>npt</i> direct and <i>sll1454</i>::<i>npt</i> complementary. Both strains lost the ability to grow on nitrate as the only source of nitrogen, but instead grew at the same rate as the wild type if ammonium was supplied. Trace metal replacement experiments revealed that tungsten ions inhibited the nitrate reductase in <i>Synechocystis</i> sp. PCC 6803, as no growth occurred with nitrate as the sole nitrogen source, if molybdenum ions were replaced equimolarly by tungsten ions. Vanadium ions, on the other hand, did not exert any negative effect under the same conditions and neither did the omission of molybdenum, tungsten or vanadium ions in the growth medium. The co-addition of molybdenum ions to cultures containing tungsten ions restored growth to the same rate as in cultures containing only molybdenum ions or none of them.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"49 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141885064","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Tobias Dorn, Matjaž Finšgar, Karin Stana Kleinschek, Tobias Steindorfer, Martin Thonhofer, Tanja M. Wrodnigg, Rupert Kargl
{"title":"Covalent modification of chitosan surfaces with a sugar amino acid and lysine analogues","authors":"Tobias Dorn, Matjaž Finšgar, Karin Stana Kleinschek, Tobias Steindorfer, Martin Thonhofer, Tanja M. Wrodnigg, Rupert Kargl","doi":"10.1007/s00706-024-03227-y","DOIUrl":"https://doi.org/10.1007/s00706-024-03227-y","url":null,"abstract":"<p>This work explores the modification and characterization of chitosan thin films as a model for functionalized polysaccharide interfaces. The solid–liquid interface of oligo- and polysaccharides is crucial for various biological processes such as cell adhesion and recognition. By covalent surface modification of the chitosan via amide formation with different small molecules containing carboxylic acids, e.g. specially designed glycoside hydrolase inhibitors, interactions with biomolecules and living cells could potentially be controlled in the future. As a first step towards this aim, three fluorescent compounds were conjugated onto nanometric chitosan thin films. The layers were analysed by fluorescence spectroscopy, X-ray photoelectron spectroscopy, time-of-flight secondary ion mass spectrometry, and atomic force microscopy, to proof the covalent attachment of the target molecules. By this analysis, a uniform and chemically stable covalent attachment of the target molecules on the chitosan thin films could be demonstrated under various conditions. This publication serves as a proof-of-concept-study for further biofunctionalization, pattering, and interaction studies involving polysaccharide interfaces, glycosidase inhibitors, proteins, or living cells.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"19 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-08-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141932472","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Co2+ - assisted continuous flow UV-induced Hg vapor generation coupled with a modified MSIS gas–liquid separator and microwave plasma atomic emission spectrometry","authors":"Dimitar Stoitsov","doi":"10.1007/s00706-024-03240-1","DOIUrl":"https://doi.org/10.1007/s00706-024-03240-1","url":null,"abstract":"<p>Co<sup>2+</sup> and Ni<sup>2+</sup> were investigated as potential sensitizers for the continuous flow UV-induced Hg vapor generation utilizing 10% (<i>v/v</i>) HCOOH as a low-molecular weight carboxylic acid and a modified multimode sample introduction system (MSIS) as a gas–liquid separator (GLS) coupled with microwave plasma atomic emission spectrometry (MP-AES). In contrast with Co<sup>2+</sup>, Ni<sup>2+</sup> was found to suppress the sensitivity at different concentration levels. Thus, Co<sup>2+</sup> was selected as a suitable sensitivity enhancement reagent and its concentration (1.50 mg dm<sup>−3</sup>) was optimized improving the empirical and the instrumental limit of detection (LOD) for Hg<sup>2+</sup> to 0.10 µg dm<sup>−3</sup> and 0.01 µg dm<sup>−3</sup>, respectively. The possible reasons for the observed effects of Co<sup>2+</sup> and Ni<sup>2+</sup> on the sensitivity were discussed. The Co<sup>2+</sup>—assisted UV-induced Hg vapor generation coupled with the modified MSIS GLS and MP-AES provided significantly lower instrumental LOD (ILOD) in comparison with other hyphenated Hg vapor generation procedures in the atomic spectrometry previously reported in the literature.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>\u0000","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"8 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-08-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141885069","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Mojdeh Sadat Hashemi, Abed Yousefi, Seyyed Javad Sabounchei, Asieh Sedghi, Seyed Hamed Moazzami Farida, Robert W. Gable
{"title":"New symmetric palladacycle complexes including phosphorus ylide: synthesis, characterization, theoretical and cytotoxicity studies","authors":"Mojdeh Sadat Hashemi, Abed Yousefi, Seyyed Javad Sabounchei, Asieh Sedghi, Seyed Hamed Moazzami Farida, Robert W. Gable","doi":"10.1007/s00706-024-03238-9","DOIUrl":"https://doi.org/10.1007/s00706-024-03238-9","url":null,"abstract":"<p>The reaction between symmetric ylides RC<sub>6</sub>H<sub>4</sub>C(O)CH = PPh<sub>2</sub>(CH<sub>2</sub>)<sub>2</sub>PPh<sub>2</sub> = CHC(O)C<sub>6</sub>H<sub>4</sub>R (<b>Y</b>) (R = OMe, F) and [PdCl<sub>2</sub>(COD)] (COD = 1,5-cyclooctadiene) led to the formation of palladacycle complexes, whose structures were investigated using CHN, NMR, and IR identification methods. Additionally, the precise structure of <b>Y</b> was confirmed through X-ray diffraction analysis. The structures of these complexes were also examined theoretically using Density Functional Theory at the BP86/def2-SVP level. The nature of the bond between the <b>Y</b> and PdCl<sub>2</sub> moieties in the synthesized complexes was studied using Energy Decomposition Analysis, Natural Bond Orbital analysis, and their associated natural orbitals for chemical reactivity. The results obtained suggest the formation of palladacycles through the coordination of the ylide to the metal, mediated by ylidic carbon. Finally, the anticancer activity of these complexes as antiproliferative agents against breast carcinoma (MCF-7), Human cervix (HeLa), gastric carcinoma (AGS), and non-small lung carcinoma (A549) cell lines was investigated using the micro-culture (MTT) assay.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>\u0000","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"31 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141872613","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Marcelina Rusin, Aneta Woźniakiewicz, Małgorzata Gołąb, Justyna Dobrowolska-Iwanek, Hubert Huras, Magdalena Staśkiewicz, Ryszard Lauterbach, Michał Woźniakiewicz
{"title":"Development of a capillary electrophoresis method with laser-induced fluorescence detection for the characterization of oligosaccharides in human milk","authors":"Marcelina Rusin, Aneta Woźniakiewicz, Małgorzata Gołąb, Justyna Dobrowolska-Iwanek, Hubert Huras, Magdalena Staśkiewicz, Ryszard Lauterbach, Michał Woźniakiewicz","doi":"10.1007/s00706-024-03239-8","DOIUrl":"https://doi.org/10.1007/s00706-024-03239-8","url":null,"abstract":"<p>Breast milk is the most appropriate food for an infant in the first months of life - it provides the essential nutrients required for proper growth, with breast milk oligosaccharides (HMOs) being the third most abundant component. HMO concentrations vary based on factors like lactation stage and maternal health. They play crucial roles in infant health, acting as prebiotics, antimicrobials, and immune modulators. Analytical methods like capillary electrophoresis and liquid chromatography are the most often used in HMOs qualitative and quantitative analysis. Continuing research aims to enhance analytical techniques for comprehensive HMOs analysis, this work presents the development of a capillary electrophoresis method with laser-induced fluorescence detection along with derivatization and solid-phase extraction steps for the characterisation of major oligosaccharides in colostrum samples. Validation parameters, such as linearity (0.9949–0.9989), limits of detection (5.49–16.40 ng cm<sup>−3</sup>) and quantification (18.30–54.67 ng cm<sup>−3</sup>), intra- and inter-day precision (2.41–9.78% and 1.27—14.5%, respectively), trueness (− 8.4 to − 2.0%), and recovery (70.02–113.5%) and repeatability (2.22–10.58%) for solid-phase extraction stage were assessed. The method was evaluated using RGB additive colour model regarding the analytical and practical effectiveness and greenness of the method (achieving a brilliance score of 67.1%). Moreover, the developed method was successfully applied to determine three oligosaccharides (DSLNT, 3’SL, and 6’SL) in colostrum samples. Considering its effectiveness, the method has promise for this type of application.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>\u0000","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"186 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141885065","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sadık M. Ceyhan, Murat Bingul, Hasan Sahin, Mehmet Boga, Mehmet F. Saglam, Hakan Kandemir, Ibrahim F. Sengul
{"title":"Synthesis, biologic properties, and molecular modeling studies of bis-indole based thiosemicarbazones","authors":"Sadık M. Ceyhan, Murat Bingul, Hasan Sahin, Mehmet Boga, Mehmet F. Saglam, Hakan Kandemir, Ibrahim F. Sengul","doi":"10.1007/s00706-024-03230-3","DOIUrl":"https://doi.org/10.1007/s00706-024-03230-3","url":null,"abstract":"<p>The Schiff base condensation reaction of thiosemicarbazides and methylene bridged 2,2′-bisindolylmethanes, prepared from the acid-catalyzed condensation of 3-aryl-4,6-dimethoxyindole-7-carbaldehydes and formaldehyde, produced a series of the targeted bis-indole based thiosemicarbazones. To explore the biological potential of the newly synthesized compounds, antidiabetic, anticholinesterase, and antioxidant activities were investigated. The structural derivatization carried out by the addition of bromophenyl ring at C3 position of the indole backbone increased the enzyme potency towards the anticholinesterase activity. Some of the targeted compounds showed selective the α-glucosidase enzyme inhibition activity. In addition to that, the inhibition concentrations were found to lower that the standard acarbose showing that they may be more efficient agents. Although most of the compounds were effective for the metal chelation capacities (CUPRAC), a couple of examples were found to be favorable for DPPH and ABTS assays. The presence of methyl substituted thiosemicarbazone tail with different indole back bones individually detected as promising targets for ABTS and DPPH activities. The compound methyl substituted thiosemicarbazone was also determined as the most potent agent with the 6 μM inhibition concentration toward CUPRAC assay. Molecular docking study was performed to support the experimental results.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"40 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-07-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141873434","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Rudolf Werner Soukup, Johannes Theiner, Manfred Kerschbaumer
{"title":"100 years Nobel Prize for Fritz Pregl: from the introduction of microanalytical methods to today’s developments","authors":"Rudolf Werner Soukup, Johannes Theiner, Manfred Kerschbaumer","doi":"10.1007/s00706-024-03218-z","DOIUrl":"https://doi.org/10.1007/s00706-024-03218-z","url":null,"abstract":"<p>The award of the Nobel Prize in Chemistry, given in 1923 to Fritz Pregl (1869–1930), a physiologist and chemist from Ljubljana who worked in Graz and Innsbruck, marks a turbulent phase in the development of microchemistry. The paper deals with the prehistory of microchemistry, characterised in part as a qualitative-analytical chemistry carried out on a slide under a microscope. Pregl's aim, though, was quantitative elemental analyses carried out with amounts of less than 2 mg of (organic) material. Pregl influenced many scientific achievements in Austria, especially at the University of Vienna and the TH Vienna. In a radio lecture in 1931, Robert Strebinger, who was involved in the elaboration of microanalytical methods at the TU Vienna, went even so far as to describe microchemistry as an \"Austrian science\". A breakthrough in the interwar period was the proposal of a special qualitative analysis using spot reactions by Fritz Feigl, winner of the Fritz Pregl-Prize in 1931. The paper is rounded off with selected examples of recent developments in microanalytical methods and of new applications, e.g., in chemistry didactics.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>\u0000","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"18 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784891","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alice Šimonová, Renata Píplová, Martin Balouch, František Štěpánek, Tomáš Křížek
{"title":"A comprehensive study on capillary surface modifications for electrophoretic separations of liposomes","authors":"Alice Šimonová, Renata Píplová, Martin Balouch, František Štěpánek, Tomáš Křížek","doi":"10.1007/s00706-024-03235-y","DOIUrl":"https://doi.org/10.1007/s00706-024-03235-y","url":null,"abstract":"<p>Electroosmotic flow significantly impacts the resolution of separations in capillary electrophoresis and its modification is often necessary. Coating of the inner capillary surface either dynamically or permanently offers a way to alter the electroosmotic flow, potentially reducing the adsorption of analytes, in our case liposomes, to the capillary wall. At first, we measured fluorescently labeled liposomes in an uncoated capillary by capillary electrophoresis with laser-induced fluorescence detection. We used a special procedure of the electrophoretic experiment allowing us to observe the development of peak shape at the early stages of migration. We proved that the liposomes were adsorbed to the capillary wall, which led to a very quick and severe dispersion of their peak during their electromigration. For this reason, we used a commercially coated capillary with polyvinyl alcohol, where at the same separation conditions, we observed the peak of the liposome with a stable shape during the migration. However, this capillary is costly, thus four simple dynamic coating methods were tested for four polymers, namely Pluronic F-127, polyvinyl pyrrolidone K30, polyethylene glycol, and polydiallyldimethylammonium chloride. Among them, we chose a method where we flushed the capillary with a 10% solution of polyvinyl pyrrolidone K30 before the first measurement. In addition, in-house made permanent coating with linear polyacrylamide was investigated, which has led to effective suppression of the electroosmotic flow and stable liposome peak, not dispersed during its migration. Liposome separation using this coating fully confirmed that the studied liposomes are negatively charged and migrate in the anodic direction.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>\u0000","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"7 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784783","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Eva Pospíšilová, Vendula Mazánková, Jaroslav Otta, Miroslava Trchová, Tatiana V. Shishkanova
{"title":"Thiophene-based modified graphite electrode for the voltammetric detection of 2-aminoindane in oral fluid","authors":"Eva Pospíšilová, Vendula Mazánková, Jaroslav Otta, Miroslava Trchová, Tatiana V. Shishkanova","doi":"10.1007/s00706-024-03231-2","DOIUrl":"https://doi.org/10.1007/s00706-024-03231-2","url":null,"abstract":"<p>New psychoactive substances, including 2-aminoindane, pose significant health risks due to their availability and structural similarity to amphetamines. Current detection methods are limited by lengthy analysis times and complex sample preparation. To address this, we present the first voltammetric determination of 2-aminoindane in oral fluid using a graphite electrode modified with a methoxyphenylthiophene-based layer. The electrochemically deposited layer was characterized by scanning electron microscopy, energy-dispersive X-ray spectroscopy, and both infrared and Raman spectroscopies. After the electropolymerization of methoxyphenylthiophene, the electrode was homogeneously covered with shorter oligomers of the substituted polythiophene. Cyclic and square-wave voltammetry were used to gain insight into the interaction between the modified electrode and 2-aminoindane. The modification of the electrode surface enables to record the oxidation of the primary amino group at 0.85 V, with an additional signal assigned to specific interactions being observed at 1.33 V. Determination of a 1.0 × 10<sup>–4</sup> M 2-aminoindane concentration in oral fluids was possible, with a recovery ranging from 98 to 100%.</p><h3 data-test=\"abstract-sub-heading\">Graphical abstract</h3>\u0000","PeriodicalId":19011,"journal":{"name":"Monatshefte für Chemie / Chemical Monthly","volume":"66 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784781","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}