Category: 608-34-4

Itahara, Toshio published the artcileSelf-organization of adenine and thymine derivatives in thermotropic liquid crystal, Formula: C5H6N2O2, the publication is Journal of Molecular Structure (2007), 827(1-3), 95-100, database is CAplus.

Self-organization of adenine and thymine derivatives was studied by comparison of IR spectra of these compounds in crystal, liquid crystal, and isotropic liquid states. The adenine derivative mainly formed weaker hydrogen-bonded assemblies in the liquid crystal state, compared with assemblies in crystal state. The thymine derivative existed as a component of a network of prolonged hydrogen bonds interconnecting thymine rings in the liquid crystal state. The mixing of the adenine and thymine derivatives at a molar ratio of 1:1 resulted in a formation of base pair between adenine and thymine rings. The structures of hydrogen-bonded assemblies in the liquid crystal state were presumed on the basis of the temperature-dependent IR spectra.

Journal of Molecular Structure published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Formula: C5H6N2O2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Jumaa, Mustafa N. published the artcileStudy of genetic variations of FTO gene and its relationship to obese in Iraqi population, Synthetic Route of 608-34-4, the publication is Pharma Chemica (2016), 8(18), 242-254, database is CAplus.

This study included 120 of obese males with mean age 20-50 yr and 50 aged-matched healthy males as a control. The obese patients classified into 3 groups based on Body Mass Index (BMI). DNA was isolated from the collected blood samples and applied for PCR using primers designed for exons 3 and 9 of FTO gene. The results showed that there are 8 mutations in the exon 3. Seven of the mutations are transition and one is transversion. Furthermore, seven of which are predicted to be missense and one is silent. As for exon 9, twelve mutations were identified. Eight of the mutations are transversion and 4 are transition, whereas eleven of which are predicted to be missense and one is silent. The mutations in both 3 and 9 exons recorded a significant differences (p ≤ 0.05) with a Chi-square (X2) 63.229 and 24.802 resp. in the incidence of the pathogenicity comparison to the control.

Pharma Chemica published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Synthetic Route of 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Jia, Guifang published the artcileOxidative demethylation of 3-methylthymine and 3-methyluracil in single-stranded DNA and RNA by mouse and human FTO, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is FEBS Letters (2008), 582(23+24), 3313-3319, database is CAplus and MEDLINE.

The human obesity susceptibility gene, FTO, encodes a protein that is homologous to the DNA repair AlkB protein. The AlkB family proteins utilize iron(II), α-ketoglutarate (α-KG) and dioxygen to perform oxidative repair of alkylated nucleobases in DNA and RNA. We demonstrate here the oxidative demethylation of 3-methylthymine (3-meT) in single-stranded DNA (ssDNA) and 3-methyluracil (3-meU) in single-stranded RNA (ssRNA) by recombinant human FTO protein in vitro. Both human and mouse FTO proteins preferentially repair 3-meT in ssDNA over other base lesions tested. They showed negligible activities against 3-meT in double-stranded DNA (dsDNA). In addition, these two proteins can catalyze the demethylation of 3-meU in ssRNA with a slightly higher efficiency over that of 3-meT in ssDNA, suggesting that methylated RNAs are the preferred substrates for FTO.

FEBS Letters published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Krueger, Oliver published the artcileOxidative Cleavage of a Cyclobutane Pyrimidine Dimer by Photochemically Generated Nitrate Radicals (NO₃^•), Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Organic Letters (2001), 3(10), 1455-1458, database is CAplus and MEDLINE.

Photochem. generated nitrate radicals (NO₃•) cleave the stereoisomeric N,N-dimethyl-substituted uracil cyclobutane dimers into the monomeric uracil derivative as the major reaction pathway. The reactants thus studied were cis–syn-1,3-dimethyluracil dimer [i.e., (4aR,4bS,8aS,8bR)-rel-hexahydro-1,3,6,8-tetramethylcyclobuta[1,2-d:4,3-d‘]dipyrimidine-2,4,5,7(3H,6H)-tetrone], trans–syn-1,3-dimethyluracil dimer, cis–anti-1,3-dimethyluracil dimer, and trans-anti-1,3-dimethyluracil dimer. A preferred splitting of the syn dimers was observed The reaction is expected to proceed through initial one-electron oxidation with formation of an intermediate cyclobutane radical cation. In addition to cycloreversion, competing reaction steps of a cation radical intermediate, which lead to the observed byproducts, are suggested.

Organic Letters published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Goeschen, Catrin published the artcileOxidative Damage of Pyrimidine Nucleosides by the Environmental Free Radical Oxidant NO₃· in the Absence and Presence of NO₂· and Other Radical and Non-Radical Oxidants, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Australian Journal of Chemistry (2012), 65(4), 427-437, database is CAplus.

Anal. of the products formed in the reaction of the environmental free radical oxidant NO₃· with permethylated uridine I (R = H, R¹ = OMe) and thymidine I (R = Me, R¹ = H) in solution revealed highly complex reaction pathways following initial NO₃· induced oxidative electron transfer at the pyrimidine ring. Product formation was found to depend not only on the nature of the nucleobase, but also on the presence of other free radical oxidants, namely NO₂·. In the reaction of I (R = H, R¹ = OMe) with NO₃·, which was generated through CAN photolysis, apart from formation of the highly oxidized nucleoside derivative II as the major product, cleavage of the C-N glycosidic bond did also occur, resulting in formation of ribolactone III and the free nucleobase IV (R² = H). The suggested mechanism involves in situ generation of NO₂· during the course of the reaction, which promotes conversion of the initially formed radical cation IV (R² = ribose) to II in an autocatalytic fashion. When the reaction of NO₂· with O₃ was used to generate NO₃·, the initially formed radical cation IV (R² = ribose) in the reaction with permethylated uridine I (R = H, R¹ = OMe) is rapidly trapped by NO₂· to give 5-nitrouridine in a radical. In contrast to this, under similar conditions in the reaction involving thymidine I (R = Me, R¹ = H) the highly oxidized products are obtained as major compounds, which result from addition to the C₅-C₆ double bond. No direct reaction between NO₃· and the carbohydrate moiety in I (R = H, R¹ = OMe; R = Me, R¹ = H) was found. Also, no reaction occurred between the nucleosides and mixtures of NO₂·/N₂O₄ and O₃/O₂, resp.

Australian Journal of Chemistry published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Application of 3-Methylpyrimidine-2,4(1H,3H)-dione.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Zhang, Xiao published the artcileStructural insights into FTO’s catalytic mechanism for the demethylation of multiple RNA substrates, Application In Synthesis of 608-34-4, the publication is Proceedings of the National Academy of Sciences of the United States of America (2019), 116(8), 2919-2924, database is CAplus and MEDLINE.

FTO demethylates internal N6-methyladenosine (m6A) and N6,2′-O-dimethyladenosine (m6Am; at the cap +1 position) in mRNA, m6A and m6Am in snRNA, and N1-methyladenosine (m1A) in tRNA in vivo, and in vitro evidence supports that it can also demethylate N6-methyldeoxyadenosine (6mA), 3-methylthymine (3mT), and 3-methyluracil (m3U). However, it remains unclear how FTO variously recognizes and catalyzes these diverse substrates. Here we demonstrate – in vitro and in vivo – that FTO has extensive demethylation enzymic activity on both internal m6A and cap m6Am. Considering that 6mA, m6A, and m6Am all share the same nucleobase, we present a crystal structure of human FTO bound to 6mA-modified ssDNA, revealing the mol. basis of the catalytic demethylation of FTO toward multiple RNA substrates. We discovered that (i) N6-methyladenine is the most favorable nucleobase substrate of FTO, (ii) FTO displays the same demethylation activity toward internal m6A and m6Am in the same RNA sequence, suggesting that the substrate specificity of FTO primarily results from the interaction of residues in the catalytic pocket with the nucleobase (rather than the ribose ring), and (iii) the sequence and the tertiary structure of RNA can affect the catalytic activity of FTO. Our findings provide a structural basis for understanding the catalytic mechanism through which FTO demethylates its multiple substrates and pave the way forward for the structure-guided design of selective chems. for functional studies and potential therapeutic applications.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C10H10O3, Application In Synthesis of 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Dolman, Nigel P. published the artcileSynthesis and Pharmacology of Willardiine Derivatives Acting as Antagonists of Kainate Receptors, COA of Formula: C5H6N2O2, the publication is Journal of Medicinal Chemistry (2005), 48(24), 7867-7881, database is CAplus and MEDLINE.

The natural product willardiine, I (R = H), is an AMPA receptor agonist while 5-iodowillardiine, I (R = I), is a selective kainate receptor agonist. In an attempt to produce antagonists of kainate and AMPA receptors, analogs of willardiine with substituents at the N³ position of the uracil ring were synthesized. The N³-4-carboxybenzyl substituted analog II (Ar = C₆H₄CO₂H-4) was found to be equipotent at AMPA and GLU_K5-containing kainate receptors in the neonatal rat spinal cord. The N³-2-carboxybenzyl substituted analog II (Ar = C₆H₄CO₂H-2) proved to be a potent and selective GLU_K5 subunit containing kainate receptor antagonist when tested on native rat and human recombinant AMPA and kainate receptor subtypes. The GLU_K5 kainate receptor antagonist activity was found to reside in the S-enantiomer III (R = H) whereas its R enantiomer was almost inactive. 5-Iodo-substituted derivative III (R = I) was found to have enhanced potency and selectivity for GLU_K5.

Journal of Medicinal Chemistry published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, COA of Formula: C5H6N2O2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Gambacorta, Augusto published the artcileHSAB-driven chemoselective N¹-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives, HPLC of Formula: 608-34-4, the publication is Tetrahedron (2006), 62(29), 6848-6854, database is CAplus.

The lithium salts of the conjugated bases of 4-methoxy- and 4-acetylamino-2(1H)-pyrimidinone derivatives undergo highly chemoselective N¹-methylation or ethylation when treated with Me sulfate or Et sulfate (hard electrophiles) in dry dioxane, while the use of DMF as solvent results in competitive O²-alkylation. Potassium salts of the same bases in DMF undergo prevalent O²-attack. Under the same conditions, a similar but less chemoselective behavior is observed in alkylation of thymine and uracil, where some N³-attack occurs. This can be rationalized in terms of the HSAB principle.

Tetrahedron published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, HPLC of Formula: 608-34-4.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Potyahaylo, A. L. published the artcileProton acceptor and proton donor properties of modified nucleotide bases and their complexing ability: quantum chemical investigation, Category: pyrimidines, the publication is Biopolimeri i Klitina (2004), 20(1-2), 62-70, database is CAplus.

Proton acceptor and proton donor properties of 40 modified nucleotide bases have been investigated by the AM1 semiempirical quantum chem. method, proven to be rather good for such tasks and matters. Based on the data obtained, the orders of the acidity and basicity have been built. The authors have also concluded about the character of self- and hetero-association of some modified nucleotide bases and their specific interactions with both neutral and deprotonated carboxylic groups of amino acids in vacuum. Biol. significance of these findings is briefly discussed.

Biopolimeri i Klitina published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Category: pyrimidines.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia

Ostakhov, S. S. published the artcileSpectral-luminescence and quantum-chemical study of the anionic forms of 5-fluorouracil, Product Details of C5H6N2O2, the publication is High Energy Chemistry (2017), 51(2), 108-112, database is CAplus.

A spectral-luminescence study of neutral (pH 7) and alk. (pH 11 and 14) aqueous solutions of the anticancer drugs 5-fluorouracil (FU) and tegafur has been performed. The fluorescence spectra of the N3- and N1-centered anions of 5-fluorouracil, its dianion, and the tegafur monoanion with emission maxima at wavelengths (λ_em) of 358, 372, 366, and 358 nm and photoluminescence quantum yields (φ) of 11.2 x 10^-4, 35.1 x 10^-4, 26.5 x 10^-4, and 8.6 x 10^-4, resp., have been recorded for the first time. The fluorescence characteristics of the FU anionic forms have been related to the magnetic shielding constant as one of the criteria of aromaticity.

High Energy Chemistry published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Product Details of C5H6N2O2.

Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia