Day: November 10, 2022

Synthesis of 2′- and 3′-deoxyinosines was written by Yamazaki, Akihiro; Akiyama, Masao; Kumashiro, Izumi; Ikehara, Morio. And the article was included in Chemical & Pharmaceutical Bulletin in 1973.Formula: C10H12N4O4  The following contents are mentioned in the article:

Isopropylidenation of 8-mercaptoinosine with Me2C(OMe)2 in HClO4, followed by acetylation with Ac2O in pyridine, and then deisopropylidenation gave 5′-O-acetyl-8-mercaptoinosine (I). Tosylation of I, followed by treatment with NH3 in MeOH at 0° gave 18% 8,2′-anhydro-8-mercapto-9-β-D-arabino-(II) and 5.1% 8,3′-anhydro-8-mercapto-9-β-D-xylofuranosylhypoxanthine (III). Refluxing II and III with Raney Ni in aqueous solution gave 2′-deoxy- and 3′-deoxyinosine, resp. Treatment of II with POCl3 in (MeO)3PO, followed by hydrolysis gave 8.5% of the 5′-phosphate ester of II. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Formula: C10H12N4O4 ).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Formula: C10H12N4O4 

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0

Probing the reactivity of nebularine N1-oxide. A novel approach to C-6 C-substituted purine nucleosides was written by D’Errico, Stefano; Piccialli, Vincenzo; Oliviero, Giorgia; Borbone, Nicola; Amato, Jussara; D’Atri, Valentina; Piccialli, Gennaro. And the article was included in Tetrahedron in 2011.Formula: C10H12N4O4   The following contents are mentioned in the article:

A novel approach to the synthesis of purine nucleoside analogs, featuring the reaction of the C6-N1-O- aldonitrone moiety of 9-ribosyl-purine (nebularine) N1-oxide with some representative dipolarophiles, as well as Grignard reagents, is reported. Addition of Grignard reagents to the electrophilic C-6 carbon of the substrate allows a facile access to C-6 C-substituted purine nucleosides without using metal catalysts. 1,3-Dipolar cycloaddition processes lead to novel nucleoside analogs via opening, degradation or ring-enlargement of the pyrimidine ring of the base system of the first-formed isoxazoline or isoxazolidine cycloadduct. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Formula: C10H12N4O4  ).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives.Tetrahydrofuran has many industry uses as a solvent including in natural and synthetic resins, high polymers, fat oils, rubber, polymer. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Formula: C10H12N4O4  

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

Effect of various phosphate-containing substances on the rate of vanadyl sulfate oxidation by potassium permanganate was written by Kriss, E. E.; Yatsimirskii, K. B.. And the article was included in Zhurnal Neorganicheskoi Khimii in 1969.Recommanded Product: Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt The following contents are mentioned in the article:

VOSO4 oxidation by KMnO4 in H2SO4 solution was studied by stopped-flow method. The oxidation was accomplished within few sec. and proceeded in 2 stages of different reaction velocity. The 1st stage is considered as an inductive period. The rate constant and energy of activation of the 2nd stage reaction are (1 ± 0.1) × 102 l. mole-1 sec.-1 and 8.2 kcal./mole, resp. Reaction rate was independent of H2SO4 or vanadium (V) concentrations (at 5 × 10-2-2 × 10-3M NH4VO3) but depended on MnO4- and VO2+ concentrations Phosphate-containing compounds (inorganic or purine and pyrimidine derivatives of phosphoric acid) accelerated the oxidation and in their presence the reaction depended also on the P-compound concentration, hence was a 3rd-order reaction. This study involved multiple reactions and reactants, such as Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt (cas: 18423-43-3Recommanded Product: Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt).

Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt (cas: 18423-43-3) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Recommanded Product: Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt

18423-43-3;Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt;The future of 18423-43-3;New trend of C10H14N2Na3O14P3;function of 18423-43-3

Human erythrocytic purine nucleoside phosphorylase: reaction with sugar-modified nucleoside substrates was written by Stoeckler, Johanna D.; Cambor, Carolyn; Parks, Robert E. Jr.. And the article was included in Biochemistry in 1980.Related Products of 13146-72-0 The following contents are mentioned in the article:

The kinetic parameters (Km and Vmax) of sugar-modified analogs of inosine and guanosine were determined with human erythrocyte purine nucleoside phosphorylase (I). Steric alterations at the 2′ and 3′ positions greatly lessened or abolished substrate activity. However, the 5′-deoxy- and 2′,5′-dideoxy-β-D-ribofuranosyl and the α-L-lyxosyl analogs were good substrates, indicating that the 5′-hydroxyl and the orientation of the 5′-hydroxymethyl group are not important for binding. The sugar phosphate analog, 5-doxyribose 1-phosphate, was synthesized from 5′-deoxyinosine with immobilized I, and its presence was verified by using it in the enzymic synthesis of 5′-deoxyguanosine. The adenosine versions of the 5′-modified analogs were also found to react with adenosine deaminase, albeit at <1% of Vmax. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Related Products of 13146-72-0).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Related Products of 13146-72-0

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0

Hypoxanthine nucleoside counterparts of the antibiotic, cordycepin was written by Nair, Vasu; Lyons, Arthur G.. And the article was included in Tetrahedron in 1990.Related Products of 13146-72-0 The following contents are mentioned in the article:

Analogs I (R = iodo, CH2CH:CH2, CH:CH2, CHO, CH2COMe, CN) of 3′-deoxyinosine, although of potential RNA antiviral interest, are virtually unknown. This paper reports on approaches to the synthesis of base-modified hypoxanthine 3′-deoxynucleosides. All of the target compounds are new and contain functionality at the 2-position that can be further elaborated for the synthesis of a variety of other novel analogs of 3′-deoxyinosine. Intact natural guanosine was used as the precursor and the key transformations utilized were regioselective bissilylation, thermal radical deoxygenation, regiospecific radical halogenation, metal-mediated functionalization, and selective ozonolysis. The synthetic approaches described have considerable generality in terms of entry to novel analogs of 3′-deoxyinosine. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Related Products of 13146-72-0).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Related Products of 13146-72-0

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0

Thyroid purine nucleoside phosphorylase. II. Kinetic model by alternate substrate and inhibition studies was written by Carlson, Jeffrey D.; Fischer, Allan G.. And the article was included in Biochimica et Biophysica Acta, Enzymology in 1979.Related Products of 13146-72-0 The following contents are mentioned in the article:

Nucleoside analog inhibition studies were conducted on thyroidal purine nucleoside phosphorylase which catalyzed an ordered bi-bi-type mechanism in which the 1st substrate is inorganic phosphate and the last product is ribose 1-phosphate. Heterocyclic- and carbohydrate-modified nucleoside inhibitors demonstrated mixed-type inhibition, suggesting that such analogs show an affinity (Ki) for the free enzyme. A kinetic model is proposed which supports the observed inhibition patterns. These studies, together with alternate substrate studies, indicated that nucleoside binding requires a functional group capable of H bonding at the 6 position of the purine ring and that the orientation of the bound substrate may be syn. Proper geometry of the phosphate is dependent on the 3′ substituent being oriented below the furanose ring. The 5′-OH group is required for substrate activity. The proposed rate-limiting step of the phosphorylase mechanism is the enzymic protonation of the N-7 position of the nucleoside. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Related Products of 13146-72-0).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Related Products of 13146-72-0

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0

Effect of nucleobase change on cytosine deamination through DNA photo-cross-linking reaction via 3-cyanovinylcarbazole nucleoside was written by Sethi, Siddhant; Ooe, Minako; Sakamoto, Takashi; Fujimoto, Kenzo. And the article was included in Molecular BioSystems in 2017.Product Details of 550-33-4 The following contents are mentioned in the article:

Photo-chem. deamination of cytosine using 3-cyanovinylcarbazole nucleoside (CNVK) mediated photo-crosslinking is a technique for site-directed mutagenesis. Using this technique in vivo requires the elimination of a high-temperature incubation step; instead, incubation should be carried out under physiol. conditions. To improve the reactivity of CNVK mediated photo-cross-link induced deamination of cytosine under physiol. conditions, an evaluation of base pairing in cytosine was carried out with respect to its deamination. Guanine was replaced with 4 different counter bases (inosine, 2-aminopurine, 5-nitroindole, and nebularine), showing distinct hydrogen bonding patterns with target cytosine, which was incorporated at the -1 position with respect to CNVK in the CNVK-modified photo-responsive oligodeoxyribonucleotides to ascertain the role of hydrogen bonding in deamination under physiol. conditions. Among the counter bases, inosine showed the highest acceleration towards the photo-induced deamination reaction. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Product Details of 550-33-4).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Product Details of 550-33-4

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

Synthesis and evaluation of the substrate activity of C-6 substituted purine ribosides with E. coli purine nucleoside phosphorylase: Palladium mediated cross-coupling of organo-zinc halides with 6-chloropurine nucleosides was written by Hassan, Abdalla E. A.; Abou-Elkhair, Reham A. I.; Riordan, James M.; Allan, Paula W.; Parker, William B.; Khare, Rashmi; Waud, William R.; Montgomery, John A.; Secrist, John A. III. And the article was included in European Journal of Medicinal Chemistry in 2012.Product Details of 550-33-4 The following contents are mentioned in the article:

A series of C-6 alkyl, cycloalkyl, and aryl-9-(β-D-ribofuranosyl)purines were synthesized and their substrate activities with Escherichia coli purine nucleoside phosphorylase (E. coli PNP) were evaluated. (Ph3P)4Pd-mediated cross-coupling reactions of 6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-purine (I) with primary alkyl (Me, Et, n-Pr, n-Bu, isoBu) zinc halides followed by treatment with NH3/MeOH gave the corresponding 6-alkyl-9-(β-D-ribofuranosyl)purine derivatives, e.g. II, 7-11, resp., in good yields. Reactions of I with cycloalkyl(Pr, Bu, pentyl)zinc halides and aryl (Ph, 2-thienyl)zinc halides gave under similar conditions the corresponding 6-cyclopropyl, cyclobutyl, cyclopentyl, Ph, and thienyl-9-(β-D-ribofuranosyl)purine derivatives in high yields. E. coli PNP showed a high tolerance to the steric and hydrophobic environment at the 6-position of the synthesized purine ribonucleosides. Evaluation of II against human tumor xenografts in mice did not demonstrate any selective antitumor activity. In addition, 6-methyl-9-(β-D-arabinofuranosyl)purine was prepared and evaluated for its antitumor activity. This study involved multiple reactions and reactants, such as (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4Product Details of 550-33-4).

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol (cas: 550-33-4) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. Tetrahydrofuran (THF) is primarily used as a precursor to polymers including for surface coating, adhesives, and printing inks.Product Details of 550-33-4

550-33-4;(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol;The future of 550-33-4;New trend of C10H12N4O4  ;function of 550-33-4

Radical dehalogenation and purine nucleoside phosphorylase E. coli: how does an admixture of 2′′,3′′-anhydroinosinehinder 2-fluoro-cordycepin synthesis was written by Kayushin, Alexey L.; Tokunova, Julia A.; Fateev, Ilja V.; Arnautova, Alexandra O.; Berzina, Maria Ya.; Paramonov, Alexander S.; Lutonina, Olga I.; Dorofeeva, Elena V.; Antonov, Konstantin V.; Esipov, Roman S.; Mikhailopulo, Igor A.; Miroshnikov, Anatoly I.; Konstantinova, Irina D.. And the article was included in Biomolecules in 2021.Reference of 13146-72-0 The following contents are mentioned in the article:

During the preparative synthesis of 2-fluorocordycepin from 2-fluoroadenosine and 3′′-deoxyinosine catalyzed by E. coli purine nucleoside phosphorylase, a slowdown of the reaction and decrease of yield down to 5% were encountered. An unknown nucleoside was found in the reaction mixture and its structure was established. This nucleoside is formed from the admixture of 2′′,3′′-anhydroinosine, a byproduct in the preparation of 3-′′deoxyinosine. Moreover, 2′′,3′′-anhydroinosine forms during radical dehalogenation of 9-(2′′,5′′-di-O-acetyl-3′′-bromo-3′′-deoxyxylofuranosyl)hypoxanthine, a precursor of 3′′-deoxyinosine in chem. synthesis. The products of 2′′,3′′-anhydroinosine hydrolysis inhibit the formation of 1-phospho-3-deoxyribose during the synthesis of 2-fluorocordycepin. The progress of 2′′,3′′-anhydroinosine hydrolysis was investigated. The reactions were performed in D2O instead of H2O; this allowed accumulating intermediate substances in sufficient quantities. Two intermediates were isolated and their structures were confirmed by mass and NMR spectroscopy. A mechanism of 2′′,3′′-anhydroinosine hydrolysis in D2O is fully determined for the first time. This study involved multiple reactions and reactants, such as 9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0Reference of 13146-72-0).

9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol (cas: 13146-72-0) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Reference of 13146-72-0

13146-72-0;9-((2R,3R,5S)-3-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;The future of 13146-72-0;New trend of C10H12N4O4 ;function of 13146-72-0

Identification of DHODH as a therapeutic target in small cell lung cancer was written by Li, Leanne; Ng, Sheng Rong; Colon, Caterina I.; Drapkin, Benjamin J.; Hsu, Peggy P.; Li, Zhaoqi; Nabel, Christopher S.; Lewis, Caroline A.; Romero, Rodrigo; Mercer, Kim L.; Bhutkar, Arjun; Phat, Sarah; Myers, David T.; Muzumdar, Mandar Deepak; Westcott, Peter M. K.; Beytagh, Mary Clare; Farago, Anna F.; Vander Heiden, Matthew G.; Dyson, Nicholas J.; Jacks, Tyler. And the article was included in Science Translational Medicine in 2019.Reference of 18423-43-3 The following contents are mentioned in the article:

Small cell lung cancer (SCLC) is an aggressive lung cancer subtype with extremely poor prognosis. No targetable genetic driver events have been identified, and the treatment landscape for this disease has remained nearly unchanged for over 30 years. Here, we have taken a CRISPR-based screening approach to identify genetic vulnerabilities in SCLC that may serve as potential therapeutic targets. We used a single-guide RNA (sgRNA) library targeting ∼5000 genes deemed to encode “”druggable”” proteins to perform loss-of-function genetic screens in a panel ofcell lines derived from autochthonous genetically engineered mouse models (GEMMs) of SCLC, lung adenocarcinoma (LUAD), and pancreatic ductal adenocarcinoma (PDAC). Cross-cancer analyses allowed us to identify SCLC-selective vulnerabilities. In particular, we observed enhanced sensitivity of SCLC cells toward disruption of the pyrimidine biosynthesis pathway. Pharmacol. inhibition of dihydroorotate dehydrogenase (DHODH), a key enzyme in this pathway, reduced the viability of SCLC cells in vitro and strongly suppressed SCLC tumor growth in human patient-derived xenograft (PDX) models and in an autochthonous mouse model. These results indicate that DHODH inhibition may be an approach to treat SCLC. This study involved multiple reactions and reactants, such as Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt (cas: 18423-43-3Reference of 18423-43-3).

Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt (cas: 18423-43-3) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Reference of 18423-43-3

18423-43-3;Thymidine 5′-(tetrahydrogen triphosphate) xsodium salt;The future of 18423-43-3;New trend of C10H14N2Na3O14P3;function of 18423-43-3