- New, stronger nucleophiles for nucleic acid-templated chemistry: Synthesis and application in fluorescence detection of cellular RNA
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Nucleic acid-templated chemistry is a promising strategy for imaging genetic sequences in living cells. Here we describe the synthesis of two new nucleophiles for use in templated nucleophilic displacements with DNA probes. The nucleophilic groups are pho
- Miller, Gregory P.,Silverman, Adam P.,Kool, Eric T.
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- Osmium-Mediated Transformation of 4-Thiouridine to Cytidine as Key To Study RNA Dynamics by Sequencing
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To understand the functional roles of RNA in the cell, it is essential to elucidate the dynamics of their production, processing and decay. A recent method for assessing mRNA dynamics is metabolic labeling with 4-thiouridine (4sU), followed by thio-select
- Riml, Christian,Amort, Thomas,Rieder, Dietmar,Gasser, Catherina,Lusser, Alexandra,Micura, Ronald
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- Efficient Synthesis of One- and Two-Dimensional Multimetallic Gold–Bis(dithiolene) Complexes
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Multimetallic complexes having π-conjugated dithiolate ligands have recently received attention because of their unique solid-state properties. Reported herein are efficient and versatile routes for the synthesis of structurally well-defined multimetallic gold–bis(dithiolene) complexes. A dichlorogold(III) complex having a benzene-1,2-dithiolate ligand was prepared as a key terminal unit. A one-dimensional dimetallic gold complex was synthesized in good yield by using benzene-1,2,4,5-tetrathiolate as a bridging ligand. Furthermore, by using benzenehexathiolate as a bridging ligand, this strategy was applied to the synthesis of a two-dimensional trimetallic complex with a starburst structure. The solid-state structures of the anionic complexes were unambiguously confirmed by X-ray diffraction analyses.
- Murata, Michihisa,Kaji, Shoji,Nishimura, Hidetaka,Wakamiya, Atsushi,Murata, Yasujiro
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- N8-Glycosylated 8-Azapurine and Methylated Purine Nucleobases: Synthesis and Study of Base Pairing Properties
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In this report, we present the synthesis of N8-glycosylated 8-aza-2-methylhypoxanthine and 8-aza-6-thiohypoxanthine 2′-deoxynucleosides as well as methylated 2′-deoxynebularine derivatives. In vitro base pairing properties between each modified and canonical nucleobase were studied. As demonstrated by Tm, incorporation of the modified bases in DNA resulted, with few exceptions, in low stability of duplexes. Modified bases studied in this report are preferentially recognized by T (for N8-glycosylated 8-aza-2-methylhypoxanthine and methylated purines) and G (N8-glycosylated 8-aza-2-methylhypoxanthine). The base pair formed between N8-glycosylated 8-aza-6-thiohypoxanthine and N9-glycosylated 2-methyl-6-thiohypoxanthine (X2:X6) showed, to some extent, an orthogonal interaction. Based on Tm studies, the only potential self-pairing system is formed by the N8-glycosylated 8-aza-6-thiohypoxanthine nucleoside (X2) but only in the absence of canonical G and T. This study indicated that the canonical thymine base is the preferential base partner of methylated purine bases.
- Leonczak, Piotr,Srivastava, Puneet,Bande, Omprakash,Schepers, Guy,Lescrinier, Eveline,Herdewijn, Piet
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- Preparation of 2-(2-cyanoethyl)sulfanyl-1H-isoindole-1,3-(2H)-dione and related sulfur-transfer agents
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The title compound 3 and 4-[(2-cyanoethyl)sulfanyl]morpholine-3,5-dione 12 are both conveniently prepared in good yield from 2-cyanoethyl disulfide, which itself is readily prepared in one step from S-(2-cyanoethyl)isothiouronium chloride 4. In the same way, dimethyl and diphenyl disulfides are converted, into 2-methylsulfanyl- and 2-phenylsulfanyl-1H-isoindole-1,3-(2H)-diones 8a and 8b, respectively, also in good yields.
- Klose, Jana,Reese, Colin B.,Song, Quanlai
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- A general and mild synthesis of thioesters and thiols from halides
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The conversion of a wide variety of halides to thioesters by reaction with potassium thiocetate under mild conditions is described, and the generality of the method is demonstrated.
- Zheng, Tu-Cai,Burkart, Maureen,Richardson, David E.
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- Thioguanosine Conversion Enables mRNA-Lifetime Evaluation by RNA Sequencing Using Double Metabolic Labeling (TUC-seq DUAL)
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Temporal information about cellular RNA populations is essential to understand the functional roles of RNA. We have developed the hydrazine/NH4Cl/OsO4-based conversion of 6-thioguanosine (6sG) into A′, where A′ constitutes a 6-hydraz
- Brillet, Karl,Delazer, Isabel,Ennifar, Eric,Gasser, Catherina,Himmelsto?, Maximilian,Klotz, Sarah,Lusser, Alexandra,Micura, Ronald,Neuner, Eva,Pascher, Katharina,Rieder, Dietmar,Trixl, Lukas
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- Novel low-cost green 3 - production process for CO-production of sodium thiomalononitrile by sulfydryl propionitrile (by machine translation)
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The invention discloses a novel low-cost green 3 - production process S2 for CO-producing sodium thiomalononitrile by using sodium thiopropionitrile, and the S1 specific steps are as follows 30 - 35 °C S2 S1 S3 8 °C S4 S3 S5 S2 S6 S4 S4 S7 S6 S5. The reac
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Paragraph 0021-0050
(2019/10/07)
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- METHOD FOR PRODUCING 3-MERCAPTOPROPIONIC ACID, AND METHODS USING SAME FOR PRODUCING CARBOXYLIC ACID ESTER COMPOUND HAVING MERCAPTO GROUP AND THIOURETHANE-BASED OPTICAL MATERIAL
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A method for producing 3-mercaptopropionic acid and methods using same for producing a carbonic acid ester compound having a mercapto group and a thiourethane-based optical material. The present invention improves a process during the production of 3-mercaptopropionic acid, significantly increases yield, and reduces the temperature and time during vacuum distillation, thereby preventing the destruction of a product and significantly increasing productivity. The present invention allows high-purity 3-mercaptopropionic acid having an excellent color to be finally yielded; accordingly, by using same, a high-purity carbonic acid ester compound having an excellent color and a mercapto group can be inexpensively obtained. A thiourethane-based polymeric composition and a thiourethane-based optical material obtained by polymerizing same can likewise be inexpensively obtained by using said carbonic acid ester compound. Such carbonic acid ester compound can be used for the production of inexpensive thiourethane optical lenses; consequently, inexpensive optical lenses having an excellent color can be obtained.
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Paragraph 0051; 0052
(2018/07/15)
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- NOVEL COMPOUND, ORGANIC CATION TRANSPORTER 3 DETECTION AGENT, AND ORGANIC CATION TRANSPORTER 3 ACTIVITY INHIBITOR
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[Problem] The present invention addresses the problem of providing a novel compound. The present invention also addresses the problem of providing an OCT3 detection agent or an OCT3 activity inhibitor, which comprises the novel compound. [Solution] A compound represented by formula (A), a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof. ????????R1-R2-R3-R4?????(A)
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Paragraph 0874-0875; 0879
(2016/08/17)
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- A method for preparing thiol compounds
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The invention provides a preparation method of a thiol compound. According to the preparation method, gas-liquid reaction is carried out on sulfuretted hydrogen and an organic compound containing carbon-carbon double bonds in a solid base catalyst and a reaction solvent through Michael addition under the conditions that the temperature is 20-80 DEG C and the pressure is 0.10-0.12MPa, so as to prepare the thiol compound. The preparation method is mild in reaction condition; the adopted solid base catalyst is strong in alkalinity; the alkaline catalysis position has relatively strong steric hindrance, and the applicability is wide; the solid base catalyst is easy to filter and recover, and can be repeatedly used after being activated; the reaction conversion rate and the selectivity are high; the side reaction is reduced; and the atomic economic utilization rate of the reaction is high.
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Paragraph 0054-0055
(2017/05/12)
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- Method for producing high-purity 3-thiohydracrylic acid
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The invention discloses a method for producing high-purity 3-thiohydracrylic acid. The method comprises the following steps that 1, an addition reaction is carried out, wherein acrylonitrile and sodium bisulfide are added to generate 3-mercapto propionic nitrile and sodium sulphide, sodium sulphide can react with acrylonitrile to generate disulfide generation malononitrile, and therefore an addition product is a mixture of 3-mercapto propionic nitrile and disulfide generation malononitrile; 2, a hydrolysis reaction is carried out, wherein in a hydrochloric acid system, the mixture of 3-mercapto propionic nitrile and disulfide generation malononitrile is hydrolyzed into a mixture of 3-thiohydracrylic acid and dithio malonic acid; 3, a reduction reaction is carried out, wherein in the hydrochloric acid system, dithio malonic acid is reduced into 3-thiohydracrylic acid through iron powder, and crude 3-thiohydracrylic acid is obtained after solvent extraction and solvent recovery; 4, a refining procedure is carried out, wherein crude 3-thiohydracrylic acid is rectified to obtain finished 3-thiohydracrylic acid. The defects in the prior art are overcome, the advantages of being low in cost and high in yield are achieved, all the reaction procedures are carried out under normal pressure, three wastes are reutilized, and almost no three wastes are discharged.
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Paragraph 0027; 0028; 0029; 0030
(2016/10/08)
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- Fmoc-based synthesis of peptide thioacids for azide ligations via 2-cyanoethyl thioesters
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Rapid and efficient preparation of peptide thioacids from 2-cyanoethyl peptide thioesters has been accomplished. S-2-Cyanoethyl peptide thioesters were obtained cleanly without the need for purification from resin-bound tert-butyl peptide thioesters using
- Raz, Richard,Rademann, J?rg
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supporting information
p. 5038 - 5041
(2013/01/15)
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- Increased single-nucleotide discrimination in allele-specific polymerase chain reactions through primer probes bearing nucleobase and 2′-deoxyribose modifications
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The diagnosis of genetic dissimilarities between individuals is becoming increasingly important due to the discovery that these variations are related to complex phenotypes like the predisposition to certain diseases or compatibility with drugs. The most
- Kranaster, Ramon,Marx, Andreas
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p. 6115 - 6122
(2008/02/13)
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- Radical annulations with nitriles: Novel cascade reactions of cyano- substituted alkyl and sulfanyl radicals with isonitriles
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New radical annulation reactions are described involving addition of cyano-substituted alkyl and sulfanyl radicals to aromatic isonitriles. The tandem cyclisation of the resulting imidoyl radicals onto the cyano group affords cyclopenta- and thienoquinoxalines, respectively. The intervention of the isonitriles in the aromatisation process of the cyclohexadienyl radicals is discussed, as well as the regiochemistry of the cyclisation of the iminyl radicals obtained by addition of the imidoyls to the nitrile moiety. The hypothesis of an exclusive 6-membered ring closure onto the aromatic ring is also supported by the results of semiempirical AM1 calculations.
- Camaggi, Carlo Maurizio,Leardini, Rino,Nanni, Daniele,Zanardi, Giuseppe
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p. 5587 - 5598
(2007/10/03)
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- Nivel 1,2-Dithiins: Synthesis, Molecular Modeling Studies, and Antifungal Activity
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The first structure-activity study involving the 1,2-dithiin class of compounds (1,2-dithiacyclohexadienes) is herein reported.A series of 3,6-disubstituted 1,2-dithiins was synthesized from dithiins 1d and 1e and evaluated as antifungal agents.A new and versatile synthesis of dithiins 1d and 1e is reported which is amenable to scale-up at the kilogram level.The novelty of the process derives from the use of β-mercaptopropionitrile as the thiophile, relying on a β-elimination strategy and subsequent oxidation to create the 1,2-dithiin ring.Optimal geometries of dithiins 1d, 18i, and 45 and model dithiin 61 were determined by molecular mechanics and Hartree-Fock molecular orbital calculations.Two possible mechanisms of action are presented for the 1,2-dithiin class of compounds to explain their observed antifungal activities against Candida albicans, Cryptococcus neoformans, and Aspergillus fumigatus.
- Bierer, Donald E.,Dener, Jeffrey M.,Dubenko, Larisa G.,Gerber, R. Eric,Litvak, Joane,et al.
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p. 2628 - 2648
(2007/10/03)
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- Process for the production of β-mercaptopropionic acid derivatives
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There is provided a process for the production of β-mercaptopropionic acid and its esters and nitriles by reacting the corresponding acrylic acid derivatives with trithiocarbonates in aqueous solution.
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