Pub Date : 2024-07-01DOI: 10.1016/j.mencom.2024.06.009
Ivan M. Ryzhov , Polina S. Obukhova , Oxana E. Galanina , Eugenia M. Rapoport , Natalia S. Egorova , Nicolai V. Bovin , Alexander B. Tuzikov
An approach to the design of pseudocyclic peptide epitopes is proposed: lipid tails are attached to both C- and N-termini of the peptide through hydrophilic spacers; thanks to two lipid anchors, the conjugate is inserted into the membrane at two sites simultaneously, and the peptide becomes conformation- constrained. Despite the presence of two long lipid regions, the high hydrophilicity of the spacer makes the entire structure water-soluble, which is crucial for integration into living cells.
本文提出了一种设计伪环状肽表位的方法:通过亲水性间隔物将脂质尾部连接到肽的 C 端和 N 端;由于有了两个脂质锚,共轭物可同时插入膜的两个部位,肽的构象也会受到限制。尽管存在两个长的脂质区域,但间隔物的高亲水性使整个结构具有水溶性,这对融入活细胞至关重要。
{"title":"Synthesis of pseudocyclic peptide of protein S of SARS-CoV-2 and its interaction with diagnostically significant antibodies of COVID-19 patients","authors":"Ivan M. Ryzhov , Polina S. Obukhova , Oxana E. Galanina , Eugenia M. Rapoport , Natalia S. Egorova , Nicolai V. Bovin , Alexander B. Tuzikov","doi":"10.1016/j.mencom.2024.06.009","DOIUrl":"10.1016/j.mencom.2024.06.009","url":null,"abstract":"<div><p>An approach to the design of pseudocyclic peptide epitopes is proposed: lipid tails are attached to both C- and N-termini of the peptide through hydrophilic spacers; thanks to two lipid anchors, the conjugate is inserted into the membrane at two sites simultaneously, and the peptide becomes conformation- constrained. Despite the presence of two long lipid regions, the high hydrophilicity of the spacer makes the entire structure water-soluble, which is crucial for integration into living cells.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 499-501"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141959885","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}
Pub Date : 2024-07-01DOI: 10.1016/j.mencom.2024.06.034
Igor V. Zagaynov , Alexey S. Loktev , Anatoly A. Konovalov , Anton A. Klimashin , Olga S. Antonova , Alexey G. Dedov
A series of catalysts based on mesoporous ceria solid solutions containing NiCo active component was synthesized via co- precipitation, impregnation, hydrothermal and core–shell (sol–gel) methods and applied to partial oxidation and dry reforming of methane. In the co-precipitated and impregnated catalysts, a better NiCo dispersion and a stronger interaction between NiCo species and the ceria- based support in comparison with other catalysts were observed, which affected activity and selectivity. Thus, simpler methods of applying the active component were more advantageous owing to the manifestation of strong metal–support interactions.
{"title":"NiCo-Gd0.1Ti0.1Zr0.1Ce0.7O2 catalyst for dry reforming and partial oxidation of methane: effect of NiCo applying method on the conversion of methane to synthesis gas","authors":"Igor V. Zagaynov , Alexey S. Loktev , Anatoly A. Konovalov , Anton A. Klimashin , Olga S. Antonova , Alexey G. Dedov","doi":"10.1016/j.mencom.2024.06.034","DOIUrl":"10.1016/j.mencom.2024.06.034","url":null,"abstract":"<div><p>A series of catalysts based on mesoporous ceria solid solutions containing NiCo active component was synthesized <em>via</em> co- precipitation, impregnation, hydrothermal and core–shell (sol–gel) methods and applied to partial oxidation and dry reforming of methane. In the co-precipitated and impregnated catalysts, a better NiCo dispersion and a stronger interaction between NiCo species and the ceria- based support in comparison with other catalysts were observed, which affected activity and selectivity. Thus, simpler methods of applying the active component were more advantageous owing to the manifestation of strong metal–support interactions.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 572-575"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141963692","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}
Pub Date : 2024-07-01DOI: 10.1016/j.mencom.2024.06.037
Sofia O. Karnakova, Dmitrii A. Shabalin
1-Alkyl-3-phenylprop-2-yn-1-ones smoothly react with aromatic aldehydes in the presence of triphenylphosphine (acetonitrile, room temperature, 24 h) to regio- and stereo- selectively afford (Z)-2-benzylideneoxacyclopentan-3-ones in yields up to 93%. The proposed mechanism for the transformation involves 1,3-H proton shift from the alkyl group at the intermediate β-phosphoniovinylide species.
{"title":"The reaction of 1-alkyl-3-phenylpropynones with aromatic aldehydes: an update","authors":"Sofia O. Karnakova, Dmitrii A. Shabalin","doi":"10.1016/j.mencom.2024.06.037","DOIUrl":"10.1016/j.mencom.2024.06.037","url":null,"abstract":"<div><p>1-Alkyl-3-phenylprop-2-yn-1-ones smoothly react with aromatic aldehydes in the presence of triphenylphosphine (acetonitrile, room temperature, 24 h) to regio- and stereo- selectively afford (<em>Z</em>)-2-benzylideneoxacyclopentan-3-ones in yields up to 93%. The proposed mechanism for the transformation involves 1,3-<em>H</em> proton shift from the alkyl group at the intermediate β-phosphoniovinylide species.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 581-583"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141963695","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}
Pub Date : 2024-07-01DOI: 10.1016/j.mencom.2024.06.038
Konstantin A. Martyanov, Arina A. Tsybushkina, Anton V. Cherkasov, Alexey A. Belikov, Viacheslav A. Kuropatov
Reaction of 3-hydroxy-2,5-di-tert-butyl-1,4-benzoquinone with phenylhydrazine hydrochloride mainly leads to the corresponding hydrazone at the position 1 existing in tautomeric equilibrium with 3,6-di-tert-butyl-4-(phenyl- diazenyl)catechol. Thermodynamic parameters of the tautomerization were evaluated by NMR spectroscopy. The hydrazone structure was confirmed by XRD study.
{"title":"4-Phenyldiazenyl-substituted 3,6-di-tert-butylcatechol: synthesis and azo–hydrazone equilibrium","authors":"Konstantin A. Martyanov, Arina A. Tsybushkina, Anton V. Cherkasov, Alexey A. Belikov, Viacheslav A. Kuropatov","doi":"10.1016/j.mencom.2024.06.038","DOIUrl":"10.1016/j.mencom.2024.06.038","url":null,"abstract":"<div><p>Reaction of 3-hydroxy-2,5-di-<em>tert</em>-butyl-1,4-benzoquinone with phenylhydrazine hydrochloride mainly leads to the corresponding hydrazone at the position 1 existing in tautomeric equilibrium with 3,6-di-<em>tert</em>-butyl-4-(phenyl- diazenyl)catechol. Thermodynamic parameters of the tautomerization were evaluated by NMR spectroscopy. The hydrazone structure was confirmed by XRD study.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 584-586"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141963696","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}
Pub Date : 2024-07-01DOI: 10.1016/j.mencom.2024.06.029
Maksim E. Lugovoi , Alexei N. Izmest’ev , Natalya G. Kolotyrkina , Ekaterina S. Izmalkova , Angelina N. Kravchenko , Galina A. Gazieva
Novel 6-heterylmethylidene-3a,9a-diphenylimidazo[4,5-e]-thiazolo[3,2-b][1,2,4]triazines were synthesized by the three-component condensation of imidazo[4,5-e][1,2,4]triazine-3-thione derivative with bromoacetic acid and hetero-aromatic aldehydes. The following MeONa-induced skeletal rearrangement gave the recyclized isomeric products, viz. 7-heterylmethylidene-3a,9a-diphenylimidazo-[4,5-e]thi azolo[2,3-c][1,2,4]triazines.
{"title":"Synthesis of new heterylmethylidene derivatives of isomeric imidazo[4,5-e]thiazolo-fused [1,2,4]triazines","authors":"Maksim E. Lugovoi , Alexei N. Izmest’ev , Natalya G. Kolotyrkina , Ekaterina S. Izmalkova , Angelina N. Kravchenko , Galina A. Gazieva","doi":"10.1016/j.mencom.2024.06.029","DOIUrl":"10.1016/j.mencom.2024.06.029","url":null,"abstract":"<div><p>Novel 6-heterylmethylidene-3a,9a-diphenylimidazo[4,5-<em>e</em>]-thiazolo[3,2-<em>b</em>][1,2,4]triazines were synthesized by the three-component condensation of imidazo[4,5-<em>e</em>][1,2,4]triazine-3-thione derivative with bromoacetic acid and hetero-aromatic aldehydes. The following MeONa-induced skeletal rearrangement gave the recyclized isomeric products, <em>viz</em>. 7-heterylmethylidene-3a,9a-diphenylimidazo-[4,5-<em>e</em>]thi azolo[2,3-<em>c</em>][1,2,4]triazines.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 558-560"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141952362","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}
Pub Date : 2024-07-01DOI: 10.1016/j.mencom.2024.06.040
Elena V. Stenina, Liana N. Sviridova
The behavior of cucurbit[6]uril at the electrode/solution interface in the presence of magnesium sulfate was investigated and quantified. It has been established that at the highest positive potential available for the adsorption of organic compounds, a structure is formed that consists entirely of neutral cavitand molecules.
{"title":"Adsorption phenomena in solutions of cucurbit[6]uril in the presence of magnesium sulfate","authors":"Elena V. Stenina, Liana N. Sviridova","doi":"10.1016/j.mencom.2024.06.040","DOIUrl":"10.1016/j.mencom.2024.06.040","url":null,"abstract":"<div><p>The behavior of cucurbit[6]uril at the electrode/solution interface in the presence of magnesium sulfate was investigated and quantified. It has been established that at the highest positive potential available for the adsorption of organic compounds, a structure is formed that consists entirely of neutral cavitand molecules.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 591-594"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141960180","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}
A simple and efficient electrochemical C–H arylation of five- membered active heteroarenes involves the application of arenediazonium salts generated in situ from anilines and tert- butyl nitrite. A cathodic reduction-induced radical chain mechanism is proposed.
{"title":"Electrochemical C–H arylation of heteroarenes with in situ diazotizated anilines","authors":"Zhen-Xiang Liu, Hui Mao, Hang-Cheng Ni, Tai-Jin Chen","doi":"10.1016/j.mencom.2024.06.036","DOIUrl":"10.1016/j.mencom.2024.06.036","url":null,"abstract":"<div><p>A simple and efficient electrochemical C–H arylation of five- membered active heteroarenes involves the application of arenediazonium salts generated <em>in situ</em> from anilines and <em>tert</em>- butyl nitrite. A cathodic reduction-induced radical chain mechanism is proposed.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 579-580"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141963694","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}
Pub Date : 2024-07-01DOI: 10.1016/j.mencom.2024.06.032
Yong Zhang , Junxue Bai , Song Sun
Iodocyclization of N-(2-alkenylphenyl)carboxamides with acetoxybenziodoxolone/NaI system gives 4-iodomethyl- 4H-3,1-benzoxazines with high efficiency. The process is triggered by the oxidation of NaI with acetoxybenziodo- xolone to afford iodine cation which is added to alkene moiety to form iodonium species, and the ultimate intra- molecular nucleophilic addition generates the final products.
N-(2- 烷基苯基)羧酰胺与乙酰氧基苯并二氧杂环戊酮/NaI 系统的碘环化反应可高效生成 4-iodomethyl- 4H-3,1-benzoxazines。该过程是由 NaI 与乙酰氧基苯并二碘-xolone 氧化生成碘阳离子而引发的,碘阳离子加入烯基形成碘鎓物种,最终分子内亲核加成生成最终产物。
{"title":"Iodocyclization of olefinic amides with acetoxybenziodoxolone and NaI toward 4-iodomethylated benzoxazines","authors":"Yong Zhang , Junxue Bai , Song Sun","doi":"10.1016/j.mencom.2024.06.032","DOIUrl":"10.1016/j.mencom.2024.06.032","url":null,"abstract":"<div><p>Iodocyclization of <em>N</em>-(2-alkenylphenyl)carboxamides with acetoxybenziodoxolone/NaI system gives 4-iodomethyl- 4<em>H</em>-3,1-benzoxazines with high efficiency. The process is triggered by the oxidation of NaI with acetoxybenziodo- xolone to afford iodine cation which is added to alkene moiety to form iodonium species, and the ultimate intra- molecular nucleophilic addition generates the final products.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 4","pages":"Pages 566-568"},"PeriodicalIF":1.8,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141963701","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}
Pub Date : 2024-05-01DOI: 10.1016/j.mencom.2024.04.029
Anastasia M. Zhirkova, Kirill V. Zaitsev, Andrey A. Prishchenko, Mikhail V. Vasiliev, Marina V. Kotova, Karina A. Uschakova, Laura A. Martirosyan, Irina V. Perminova
‘Technical’ tris(trimethylsilyl) phosphite, (Me3SiO)3P, as a mixture with (Me3SiO)2P(O)H and (Me3SiO)3P(O) (71 : 20 : 9) was obtained upon the action of (Me Si) NH on phosphorous acid H3PO3 in the presence of catalytic amount of Me3SiCl. The action of this material on acid chlorides RC(O)Cl affords (hydroxymethylene)bis(phosphonic) acids RC(OH)[P(O)(OH)2]2 in preparative yields.
{"title":"Simple and effective synthesis of functionalized (hydroxymethylene)bis(phosphonic) acids","authors":"Anastasia M. Zhirkova, Kirill V. Zaitsev, Andrey A. Prishchenko, Mikhail V. Vasiliev, Marina V. Kotova, Karina A. Uschakova, Laura A. Martirosyan, Irina V. Perminova","doi":"10.1016/j.mencom.2024.04.029","DOIUrl":"https://doi.org/10.1016/j.mencom.2024.04.029","url":null,"abstract":"<div><p>‘Technical’ tris(trimethylsilyl) phosphite, (Me<sub>3</sub>SiO)<sub>3</sub>P, as a mixture with (Me<sub>3</sub>SiO)<sub>2</sub>P(O)H and (Me<sub>3</sub>SiO)<sub>3</sub>P(O) (71 : 20 : 9) was obtained upon the action of (Me Si) NH on phosphorous acid H<sub>3</sub>PO<sub>3</sub> in the presence of catalytic amount of Me<sub>3</sub>SiCl. The action of this material on acid chlorides RC(O)Cl affords (hydroxymethylene)bis(phosphonic) acids RC(OH)[P(O)(OH)<sub>2</sub>]<sub>2</sub> in preparative yields.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 3","pages":"Pages 404-405"},"PeriodicalIF":1.9,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141240537","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}
Pub Date : 2024-05-01DOI: 10.1016/j.mencom.2024.04.030
Rishat I. Aminov
Aluminate ionic liquid [Et3NH]+[Al2Cl7]− was found to be an effective catalyst for the reactions of haloadamantanes with trimethylsilyl azide to produce the corresponding azido- adamantanes in 92–98% yields. Using ‘click chemistry’, the thus obtained azidoadamantanes were reacted with terminal alkynes under thermal or microwave conditions to cleanly afford the expected 1,4-disubstituted 1,2,3-triazoles some of which were new.
{"title":"Synthesis of 1-adamantyl-4-alkyl-1H-1,2,3-triazoles under thermal and microwave conditions","authors":"Rishat I. Aminov","doi":"10.1016/j.mencom.2024.04.030","DOIUrl":"https://doi.org/10.1016/j.mencom.2024.04.030","url":null,"abstract":"<div><p>Aluminate ionic liquid [Et<sub>3</sub>NH]<sup>+</sup>[Al<sub>2</sub>Cl<sub>7</sub>]<sup>−</sup> was found to be an effective catalyst for the reactions of haloadamantanes with trimethylsilyl azide to produce the corresponding azido- adamantanes in 92–98% yields. Using ‘click chemistry’, the thus obtained azidoadamantanes were reacted with terminal alkynes under thermal or microwave conditions to cleanly afford the expected 1,4-disubstituted 1,2,3-triazoles some of which were new.</p></div>","PeriodicalId":18542,"journal":{"name":"Mendeleev Communications","volume":"34 3","pages":"Pages 406-408"},"PeriodicalIF":1.9,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141240538","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}