Category: pyrimidines

Herbich, Jerzy published the artcileDual fluorescence of 4-(dialkylamino)pyrimidines. Twisted intramolecular charge transfer state formation favored by hydrogen bond or by coordination to the metal ion, Quality Control of 31401-45-3, the publication is Journal of Physical Chemistry (1989), 93(9), 3439-44, database is CAplus.

4-(N,N-Dimethylamino)pyrimidine did not exhibit any markedly dual luminescence even in highly polar (aprotic) solvents, unless the ortho substituent deviated the NMe₂ group from coplanarity with the ring. Protic solvents or complexation with Zn²⁺ caused the longwave fluorescence to appear distinctly. 4-(N,N-Diethylamino)pyrimidine revealed dual luminescence in sufficiently polar (aprotic) environment. In alc. solutions the intensity of the fluorescence was reduced. Fluorescence properties of this group of compounds fit the twisted intermol. charge transfer model. The importance of nonradiative deactivation increases with the H⁺-donating ability of the solvent.

Journal of Physical Chemistry published new progress about 31401-45-3. 31401-45-3 belongs to pyrimidines, auxiliary class Pyrimidine,Amine, name is N,N-Dimethylpyrimidin-4-amine, and the molecular formula is C6H9N3, Quality Control of 31401-45-3.

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

Smets, J. published the artcileFT-IR spectroscopic study of uracil derivatives and their hydrogen-bonded complexes with model proton donors. Part 5. Complexes of uracils with hydrogen chloride in argon matrixes, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is Journal of Molecular Structure (1994), 318(1-3), 37-53, database is CAplus.

FT-IR spectra are reported for uracils complexed with hydrogen chloride in Ar matrixes. The spectral characteristics demonstrate that uracils form a C₄:O···H-Cl hydrogen bond of intermediate strength in Ar matrixes. The large shift of the proton donor mode ν_s finds support in the vibration correlation diagram for O-base.HCl complexes. For some of the bases a small amount of the C₂:O···HCl species is identified in matrixes containing an excess of HCl. H-bonding of the C:S group plays only a minor role in thiouracils. For all the bases studied here, N-H···Cl-H structures are also identified from the shifts of the uracil N-H modes. The results allow the discussion of particular bonding trends for the basic groups in uracils, these trends being largely consistent with earlier reported results for complexes of uracils with other proton donors.

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 C14H10O4, Recommanded Product: 3-Methylpyrimidine-2,4(1H,3H)-dione.

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

Taehtinen, Ville published the artcile¹⁹F NMR Spectroscopic Analysis of the Binding Modes in Triple-Helical Peptide Nucleic Acid (PNA)/MicroRNA Complexes, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Chemistry – A European Journal (2017), 23(29), 7113-7124, database is CAplus and MEDLINE.

Triplex-forming peptide nucleic acids (TFPNAs) were targeted to double-helical regions of ¹⁹F-labeled RNA hairpin models (a UA-rich duplex with a hexaethylene glycol (heg) loop and a microRNA model, miR-215). In addition to conventional UV- and CD (CD)-based detection, binding was monitored by ¹⁹F NMR spectroscopy. Detailed information on the stoichiometry and transition between the triple-helical peptide nucleic acid (PNA)/RNA and (PNA)₂/RNA binding modes could be obtained. γ-(R)-Hydroxymethyl-modified thymine-1-yl- and 2-aminopyridin-3-yl-acetyl derivatives of TFPNAs were addnl. synthesized, which were targeted to the same RNA models, and the effect of the γ-(R)-hydroxymethyl group on binding was studied. An appropriate pattern of γ-(R)-hydroxymethyl modifications reduced the stability of the ternary complex and preferred stoichiometric binding to the miR-215 model.

Chemistry – A European Journal published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C15H21BO2, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid.

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

Hong, In Seok published the artcileSequence selective tagging of 8-oxo-7,8-dihydro-2′-deoxyguanosine (8-oxodGuo) using PNAs, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(21), 4918-4921, database is CAplus and MEDLINE.

8-Oxo-7,8-dihydro-2′-deoxyguanosine (8-oxodGuo) is a commonly formed DNA lesion that is useful as a biomarker for oxidative stress. Methods for detecting 8-oxodGuo at specific positions within DNA could be useful for correlating DNA damage with mutational hotspots and repair enzyme accessibility. We describe a method for covalently linking (‘tagging’) peptide nucleic acids (PNAs) containing terminal nucleophiles under oxidative conditions to 8-oxodGuo at specific sites within DNA. Several nucleophiles were examined and the ε-amine of lysine was selected for further studies. As little as 10 fmol of 8-oxodGuo were detected by gel shift using ³²P-labeled target DNA and no tagging of dG at the same site or 8-oxodGuo at a distal site was detected when potassium ferricyanide was used as oxidant in substrates as long as 221 bp.

Bioorganic & Medicinal Chemistry Letters published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, Recommanded Product: 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid.

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

Hong, In Seok published the artcileSequence selective tagging of 8-oxo-7,8-dihydro-2′-deoxyguanosine (8-oxodGuo) using PNAs, Computed Properties of 186046-81-1, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(21), 4918-4921, database is CAplus and MEDLINE.

8-Oxo-7,8-dihydro-2′-deoxyguanosine (8-oxodGuo) is a commonly formed DNA lesion that is useful as a biomarker for oxidative stress. Methods for detecting 8-oxodGuo at specific positions within DNA could be useful for correlating DNA damage with mutational hotspots and repair enzyme accessibility. We describe a method for covalently linking (‘tagging’) peptide nucleic acids (PNAs) containing terminal nucleophiles under oxidative conditions to 8-oxodGuo at specific sites within DNA. Several nucleophiles were examined and the ε-amine of lysine was selected for further studies. As little as 10 fmol of 8-oxodGuo were detected by gel shift using ³²P-labeled target DNA and no tagging of dG at the same site or 8-oxodGuo at a distal site was detected when potassium ferricyanide was used as oxidant in substrates as long as 221 bp.

Bioorganic & Medicinal Chemistry Letters published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Computed Properties of 186046-81-1.

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

Erben, Anne published the artcileDNA-Triggered Synthesis and Bioactivity of Proapoptotic Peptides, COA of Formula: C26H26N4O7, the publication is Angewandte Chemie, International Edition (2011), 50(12), 2828-2832, S2828/1-S2828/17, database is CAplus and MEDLINE.

Diseases are frequently caused by changes in the genetic infrastructure. In such cases, the disordered state of a diseased cell is encoded in the DNA and reflected in the level and sequence of the expressed RNA mols. The information obtained from nucleic acids may be used to direct mol. therapies only to diseased cells and tissues. In a fascinating approach, disease-specific nucleic acid sequences could be hijacked to trigger the formation or release of drug mols. Herein a reaction system is introduced in which the sequence information of an unstructured DNA template is used to trigger the transfer of an aminoacyl group from a donating thioester-modified peptide-nucleic acid (PNA) conjugate to an acceptor peptidyl-PNA conjugate. It is demonstrated that the template can act as a catalyst which instructs the formation of many product mols. per template mol. The formed peptide-PNA conjugate was designed to interfere with the protein-protein interactions between caspase-9, a protease involved in the initiation of programmed cell death (apoptosis), and the X-linked inhibitor of apoptosis protein XIAP. It is shown that the nucleic acid programmed peptide synthesis allows activation of caspase-9 and a downstream caspase.

Angewandte Chemie, International Edition published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, COA of Formula: C26H26N4O7.

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

Erben, Anne published the artcileDNA-instructed acyl transfer reactions for the synthesis of bioactive peptides, Category: pyrimidines, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(17), 4993-4997, database is CAplus and MEDLINE.

The authors present a method which allows for the translation of nucleic acid information into the output of mols. that interfere with disease-related protein-protein interactions. The method draws upon a nucleic acid-templated reaction, in which adjacent binding of reactive conjugates triggers the transfer of an aminoacyl or peptidyl group from a donating thioester-linked PNA-peptide hybrid to a peptide-PNA acceptor. The authors evaluated the influence of conjugate structures on reactivity and sequence specificity. The DNA-triggered peptide synthesis proceeded sequence specifically and showed catalytic turnover in template. The affinity of the formed peptide conjugates for the BIR3 domain of the X-linked inhibitor of apoptosis protein (XIAP) is discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about 169396-92-3. 169396-92-3 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide,Others,PNA, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C26H26N4O7, Category: pyrimidines.

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

Erben, Anne published the artcileDNA-Triggered Synthesis and Bioactivity of Proapoptotic Peptides, Quality Control of 186046-81-1, the publication is Angewandte Chemie, International Edition (2011), 50(12), 2828-2832, S2828/1-S2828/17, database is CAplus and MEDLINE.

Diseases are frequently caused by changes in the genetic infrastructure. In such cases, the disordered state of a diseased cell is encoded in the DNA and reflected in the level and sequence of the expressed RNA mols. The information obtained from nucleic acids may be used to direct mol. therapies only to diseased cells and tissues. In a fascinating approach, disease-specific nucleic acid sequences could be hijacked to trigger the formation or release of drug mols. Herein a reaction system is introduced in which the sequence information of an unstructured DNA template is used to trigger the transfer of an aminoacyl group from a donating thioester-modified peptide-nucleic acid (PNA) conjugate to an acceptor peptidyl-PNA conjugate. It is demonstrated that the template can act as a catalyst which instructs the formation of many product mols. per template mol. The formed peptide-PNA conjugate was designed to interfere with the protein-protein interactions between caspase-9, a protease involved in the initiation of programmed cell death (apoptosis), and the X-linked inhibitor of apoptosis protein XIAP. It is shown that the nucleic acid programmed peptide synthesis allows activation of caspase-9 and a downstream caspase.

Angewandte Chemie, International Edition published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Quality Control of 186046-81-1.

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

Erben, Anne published the artcileDNA-instructed acyl transfer reactions for the synthesis of bioactive peptides, SDS of cas: 186046-81-1, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(17), 4993-4997, database is CAplus and MEDLINE.

The authors present a method which allows for the translation of nucleic acid information into the output of mols. that interfere with disease-related protein-protein interactions. The method draws upon a nucleic acid-templated reaction, in which adjacent binding of reactive conjugates triggers the transfer of an aminoacyl or peptidyl group from a donating thioester-linked PNA-peptide hybrid to a peptide-PNA acceptor. The authors evaluated the influence of conjugate structures on reactivity and sequence specificity. The DNA-triggered peptide synthesis proceeded sequence specifically and showed catalytic turnover in template. The affinity of the formed peptide conjugates for the BIR3 domain of the X-linked inhibitor of apoptosis protein (XIAP) is discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, SDS of cas: 186046-81-1.

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

Reznickova, Eva published the artcileActivity of 2,6,9-trisubstituted purines as potent PDGFRα kinase inhibitors with antileukaemic activity, Name: 4-(2-Pyrimidinyloxy)aniline, the publication is European Journal of Medicinal Chemistry (2019), 111663, database is CAplus and MEDLINE.

Receptor tyrosine kinase PDGFRα is often constitutively activated in various tumors and is regarded as a drug target. Here, we present a collection of 2,6,9-trisubstituted purines with nanomolar potency against PDGFRα and strong and selective cytotoxicity in the human eosinophilic leukemia cell line EOL-1 that expresses the FIP1L1-PDGFRA oncogene. In treated EOL-1 cells, the example compound 14q inhibited the autophosphorylation of PDGFRα and the phosphorylation of STAT3 and ERK1/2. Interestingly, we observed pronounced and even increased effects of 14q on PDGFRα and some of its downstream signalling pathways after drug washout. In accordance with suppressed PDGFRα signalling, treated cells were arrested in the G1 phase of the cell cycle and eventually underwent apoptosis. Our results show that substituted purines can be used as specific modulators of eosinophilic leukemia.

European Journal of Medicinal Chemistry published new progress about 105130-26-5. 105130-26-5 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Benzene,Ether, name is 4-(2-Pyrimidinyloxy)aniline, and the molecular formula is C10H9N3O, Name: 4-(2-Pyrimidinyloxy)aniline.

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