4546-55-8Relevant articles and documents
Method for preparing N6-benzoyladenosine
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, (2021/02/10)
The invention discloses a method for preparing N6-benzoyladenosine. The method comprises the following steps: (1) weighing and adding adenosine and a protectant in a flask, adding a solvent and a catalyst, carrying out stirring refluxing for a period of t
Tricyclanos: Conformationally constrained nucleoside analogues with a new heterotricycle obtained from a d-ribofuranose unit
Kicsák, Máté,Mándi, Attila,Varga, Szabolcs,Herczeg, Mihály,Batta, Gyula,Bényei, Attila,Borbás, Anikó,Herczegh, Pál
supporting information, p. 393 - 401 (2018/02/06)
A novel type of nucleoside analogue in which the sugar part is replaced by a new tricycle, 3,7,10-trioxa-11-azatricyclo[5.3.1.05,11]undecane has been prepared by substrate-controlled asymmetric synthesis. 1,5-Dialdehydes obtained from properly protected or unprotected uridine, ribothymidine, cytidine, inosine, adenosine and guanosine by metaperiodate oxidation reacted readily with tris(hydroxymethyl)aminomethane to provide the corresponding tricyclic derivatives with three new stereogenic centers. Through a double cyclisation cascade process the tricyclic compounds were obtained in good to high yields, with very high diastereoselectivity. Formation of one stereoisomer, out of the eight possible, was observed in all cases. The absolute configuration of the new stereotriad-containing tricyclic systems was aided by conventional NMR experiments followed by chemical shift calculations using an X-ray crystal structure as reference that was in good agreement with H-H distances obtained from a new ROESY NMR method. The synthesis was compatible with silyl, trityl and dimethoxytrityl protecting groups. A new reagent mixture containing ZnCl2, Et3SiH and hexafluoroisopropanol was developed for detritylation of the acid-sensitive tricyclano nucleosides.
CYCLIC DI-NUCLEOTIDE COMPOUNDS AND METHODS OF USE
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Paragraph 0288, (2017/10/11)
Disclosed are cyclic-di-nucleotide cGAMP analogs, methods of synthesizing the compounds, pharmaceutical compositions comprising the compounds thereof, and use of compounds and compositions in medical therapy.
Preparation N6 -Improved method for benzoyl - D D-adenosine
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Page/Page column 6-8, (2018/02/04)
The invention relates to an improved process for preparing N6-benzoyl-D-adenosine, which is characterized in that in a generated trimethyl silicon-based protected D-adenosine reaction system, benzoyl chloride is added for a benzoylation reaction, the crud
In vivo neurochemical monitoring using benzoyl chloride derivatization and liquid chromatography-mass spectrometry
Song, Peng,Mabrouk, Omar S.,Hershey, Neil D.,Kennedy, Robert T.
experimental part, p. 412 - 419 (2012/03/11)
In vivo neurochemical monitoring using microdialysis sampling is important in neuroscience because it allows correlation of neurotransmission with behavior, disease state, and drug concentrations in the intact brain. A significant limitation of current practice is that different assays are utilized for measuring each class of neurotransmitter. We present a high performance liquid chromatography (HPLC)-tandem mass spectrometry method that utilizes benzoyl chloride for determination of the most common low molecular weight neurotransmitters and metabolites. In this method, 17 analytes were separated in 8 min. The limit of detection was 0.03-0.2 nM for monoamine neurotransmitters, 0.05-11 nM for monoamine metabolites, 2-250 nM for amino acids, 0.5 nM for acetylcholine, 2 nM for histamine, and 25 nM for adenosine at sample volume of 5 μL. Relative standard deviation for repeated analysis at concentrations expected in vivo averaged 7% (n = 3). Commercially available 13C benzoyl chloride was used to generate isotope-labeled internal standards for improved quantification. To demonstrate utility of the method for study of small brain regions, the GABAA receptor antagonist bicuculline (50 μM) was infused into a rat ventral tegmental area while recording neurotransmitter concentration locally and in nucleus accumbens, revealing complex GABAergic control over mesolimbic processes. To demonstrate high temporal resolution monitoring, samples were collected every 60 s while neostigmine, an acetylcholine esterase inhibitor, was infused into the medial prefrontal cortex. This experiment revealed selective positive control of acetylcholine over cortical glutamate.
Synthesis of oligoribonucleotides containing 2'-o-methoxymethyl group by the phosphotriester method
Efimov, Vladimir A.,Aralov, Andrey V.,Chakhmakhcheva, Oksana G.
, p. 565 - 576 (2011/12/22)
An effective procedure for the synthesis of ribonucleotide monomers containing a 2'-methoxymethyl-modifying group was developed. These monomers were used for the synthesis of RNA fragments by the solid-phase phosphotriester method under O-nucleophilic intramolecular catalysis. The properties of 2'-methoxymethyl-containing oligoribonucleotides were examined. Copyright Taylor and Francis Group, LLC.
Semisynthesis of 3′(2′)-O-(aminoacyl)-tRNA derivatives as ribosomal substrate
Cui, Zhiyong,Zhang, Biliang
, p. 297 - 310 (2008/02/08)
An efficient synthesis of (3′-terminally) 3′(2′)-O- aminoacylated pCpA derivatives is described, which could lead to the production of (aminoacyl)-tRNAs following T4 RNA ligase mediated ligation. The tetrahydrofuranyl (thf) group was used as a permanent p
Synthesis of Leishmania cap-4 intermediates, cap-2 and cap-3
Lewdorowicz, Magdalena,Stepinski, Janusz,Kierzek, Ryszard,Jemielity, Jacek,Zuberek, Joanna,Yoffe, Yael,Shapira, Michal,Stolarski, Ryszard,Darzynkiewicz, Edward
, p. 1339 - 1348 (2008/09/18)
Synthesis of Leishmania mRNA 5′-cap analogs, m7Gpppm26AmpAm (cap-2), and m7Gpppm26AmpAmpCm (cap-3) is reported. Binding affinities of those cap analogs for LeishIF4E proteins were determined using fluorescence spectroscopy. Cap-3 showed similar affinity to LeishIF4Es compared to the mature trypanosomatids cap structure (cap-4). Copyright Taylor & Francis Group, LLC.
Synthesis of fluorescein-labeled oligonucleotides bearing a tag in position 2′ of modified adenosine and arabinoadenosine
Vasileva,Krasnousova,Donina,Abramova,Zhdanova,Kovalenko,Silnikov
, p. 1677 - 1683 (2008/02/09)
Oligonucleotide conjugates containing fluorescein residues in the sugar-phosphate back-bone were synthesized by the standard solid-phase phosphoramidite method using phosphor-amidites of 9-[2-deoxy-5-O-(4,4′- dimethoxytrityl)-2-methoxalylamino-β-D-ribofur
