Day: November 21, 2022

Barnes, J. published the artcileThe protonation state of one-electron reduced cytosine and adenine. 1. Initial protonation sites at low temperatures in glassy solids, Safety of N,N-Dimethylpyrimidin-4-amine, the publication is Journal of Physical Chemistry (1993), 97(13), 3401-8, database is CAplus.

ESR spectra of cytosine and adenine, one-electron reduced in a 9 M LiCl glass at 4° K, show that in each case protonation occurs at the amino group. In order to understand this, a number of one-electron-reduced cytosine and adenine analogs in different glassy environments were produced, at 4° K, and used Q-band EPR to determine the sites of protonation. That the specific association of Li⁺ with the ring nitrogen blocks protonation at the expected sites, N3 of cytosine and N1 of adenine, diverting protonation to the less basic amino group was concluded.

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, Safety of N,N-Dimethylpyrimidin-4-amine.

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

Basavalingappa, Vasantha published the artcileMechanically rigid supramolecular assemblies formed from an Fmoc-guanine conjugated peptide nucleic acid, Computed Properties of 186046-81-1, the publication is Nature Communications (2019), 10(1), 1-11, database is CAplus and MEDLINE.

The variety and complexity of DNA-based structures make them attractive candidates for nanotechnol., yet insufficient stability and mech. rigidity, compared to polyamide-based mols., limit their application. Here, we combine the advantages of polyamide materials and the structural patterns inspired by nucleic-acids to generate a mech. rigid fluorenylmethyloxycarbonyl (Fmoc)-guanine peptide nucleic acid (PNA) conjugate with diverse morphol. and photoluminescent properties. The assembly possesses a unique at. structure, with each guanine head of one mol. hydrogen bonded to the Fmoc carbonyl tail of another mol., generating a non-planar cyclic quartet arrangement. This structure exhibits an average stiffness of 69.6 ± 6.8 N m^-1 and Young’s modulus of 17.8 ± 2.5 GPa, higher than any previously reported nucleic acid derived structure. This data suggests that the unique cation-free “basket” formed by the Fmoc-G-PNA conjugate can serve as an attractive component for the design of new materials based on PNA self-assembly for nanotechnol. applications.

Nature Communications 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

Arasappan, Ashok published the artcile5-Benzothiazole substituted pyrimidine derivatives as HCV replication (replicase) inhibitors, Quality Control of 56-05-3, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(9), 3229-3234, database is CAplus and MEDLINE.

Based on a previously identified HCV replication (replicase) inhibitor I, SAR efforts were conducted around the pyrimidine core to improve the potency and pharmacokinetic profile of the inhibitors. A benzothiazole moiety was found to be the optimal substituent at the pyrimidine 5-position. Due to potential reactivity concern, the 4-chloro residue was replaced by a Me group with some loss in potency and enhanced rat in vivo profile. Extensive investigations at the C-2 position resulted in identification of compound II that demonstrated very good replicon potency, selectivity and rodent plasma/target organ concentration Inhibitor II also demonstrated good plasma levels and oral bioavailability in dogs, while monkey exposure was rather low. Chem. optimization towards a practical route to install the benzothiazole moiety resulted in an efficient direct C-H arylation protocol.

Bioorganic & Medicinal Chemistry Letters published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Quality Control of 56-05-3.

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

Barbieri, Giorgio published the artcileInternal rotation of the NN-dimethylamino-group in aromatic and heteroaromatic systems, Category: pyrimidines, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1979), 330-6, database is CAplus.

The title rotation was examined by comparing thermodn. activation parameters obtained exptl. with energy differences between ground and transition state evaluated by semiempirical MO calculations and describing the mol. electronic characteristics which determine the barriers to rotation. The rotational behavior in the N-protonated and N-alkylated forms relative to the free base of some (dimethylamino)pyridines was also examined Semiempirical calculations were used to predict the activation parameters and to describe the rotational path in these systems.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) 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, Category: pyrimidines.

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

Medina, Jesus R. published the artcileStructure-Based Design of Potent and Selective 3-Phosphoinositide-Dependent Kinase-1 (PDK1) Inhibitors, Category: pyrimidines, the publication is Journal of Medicinal Chemistry (2011), 54(6), 1871-1895, database is CAplus and MEDLINE.

Phosphoinositide-dependent protein kinase-1 (PDK1) is a master regulator of the AGC family of kinases and an integral component of the PI3K/AKT/mTOR pathway. As this pathway is among the most commonly deregulated across all cancers, a selective inhibitor of PDK1 might have utility as an anticancer agent. Herein, the lead optimization of compound I (R¹ = R² = H) toward highly potent and selective PDK1 inhibitors via a structure-based design strategy is described. A series of (amino)(aminopyrimidinyl)indazoles I (R¹ = H, Me, Et; R² = Me, i-Pr, PhNH, 1-piperidinyl, etc.) was synthesized, and the inhibiting activity of the products towards PDK1 was studied. The most potent and selective inhibitors, e.g. I [R¹ = Me; R² = (3S,6R)-3-(cyclohexylaminocarbonyl)-6-methyl-1-piperidinyl], demonstrated submicromolar activity as measured by inhibition of phosphorylation of PDK1 substrates as well as antiproliferative activity against a subset of AML cell lines. In addition, reduction of phosphorylation of PDK1 substrates was demonstrated in vivo in mice bearing OCl-AML2 xenografts. These observations demonstrate the utility of these mols. as tools to further delineate the biol. of PDK1 and the potential pharmacol. uses of a PDK1 inhibitor.

Journal of Medicinal Chemistry published new progress about 56-05-3. 56-05-3 belongs to pyrimidines, auxiliary class Pyrimidine,Chloride,Amine,API, name is 2-Amino-4,6-dichloropyrimidine, and the molecular formula is C4H3Cl2N3, Category: pyrimidines.

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

Chouikhi, Dalila published the artcileClickable peptide nucleic acids (cPNA) with tunable affinity, Quality Control of 186046-81-1, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5476-5478, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) are functional analogs of natural oligonucleotides. Herein, the authors report the synthesis of PNAs bearing a triazole in lieu of the amide bond assembled using a “click” cycloaddition, their hybridization properties as well as the DNA-templated coupling of the azide and alkyne PNA fragments.

Chemical Communications (Cambridge, United Kingdom) 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

Chouikhi, Dalila published the artcileClickable peptide nucleic acids (cPNA) with tunable affinity, COA of Formula: C11H15N3O5, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5476-5478, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) are functional analogs of natural oligonucleotides. Herein, the authors report the synthesis of PNAs bearing a triazole in lieu of the amide bond assembled using a “click” cycloaddition, their hybridization properties as well as the DNA-templated coupling of the azide and alkyne PNA fragments.

Chemical Communications (Cambridge, United Kingdom) published new progress about 172405-16-2. 172405-16-2 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Amide, name is 2-(4-((tert-Butoxycarbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid, and the molecular formula is C11H15N3O5, COA of Formula: C11H15N3O5.

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

Chouikhi, Dalila published the artcileClickable peptide nucleic acids (cPNA) with tunable affinity, SDS of cas: 169396-92-3, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(30), 5476-5478, database is CAplus and MEDLINE.

Peptide nucleic acids (PNAs) are functional analogs of natural oligonucleotides. Herein, the authors report the synthesis of PNAs bearing a triazole in lieu of the amide bond assembled using a “click” cycloaddition, their hybridization properties as well as the DNA-templated coupling of the azide and alkyne PNA fragments.

Chemical Communications (Cambridge, United Kingdom) 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, SDS of cas: 169396-92-3.

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

Joshi, Tanmaya published the artcileElectrochemiluminescent Monomers for Solid Support Syntheses of Ru(II)-PNA Bioconjugates: Multimodal Biosensing Tools with Enhanced Duplex Stability, HPLC of Formula: 186046-81-1, the publication is Inorganic Chemistry (2012), 51(5), 3302-3315, database is CAplus and MEDLINE.

The feasibility of devising a solid support mediated approach to multimodal Ru(II)-peptide nucleic acid (PNA) oligomers is explored. Three Ru(II)-PNA-like monomers, [Ru(bpy)₂(Cpp-L-PNA-OH)]²⁺ (M1), [Ru(phen)₂(Cpp-L-PNA-OH)]²⁺ (M2), and [Ru(dppz)₂(Cpp-L-PNA-OH)]²⁺ (M3) (bpy = 2,2′-bipyridine, phen = 1,10-phenanthroline, dppz = dipyrido[3,2-a:2′,3′-c]phenazine, Cpp-L-PNA-OH = [2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]-N-[6-(2-(pyridin-2yl)pyrimidine-4-carboxamido)hexanoyl]-glycine), have been synthesized as building blocks for Ru(II)-PNA oligomers and characterized by IR and ¹H NMR spectroscopy, mass spectrometry, electrochem. and elemental anal. As a proof of principle, M1 was incorporated on the solid phase within the PNA sequences H-g-c-a-a-t-a-a-a-a-Lys-NH₂ (PNA1) and H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-lys-NH₂ (PNA4) to give PNA2 (H-g-c-a-a-t-a-a-a-a-M1-lys-NH₂) and PNA3 (H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-M1-lys-NH₂), resp. The two Ru(II)-PNA oligomers, PNA2 and PNA3, displayed a metal to ligand charge transfer (MLCT) transition band centered around 445 nm and an emission maximum at about 680 nm following 450 nm excitation in aqueous solutions (10 mM PBS, pH 7.4). The absorption and emission response of the duplexes formed with the cDNA strand (DNA: 5′-T-T-T-T-T-T-T-A-T-T-G-C-T-T-T-3′) showed no major variations, suggesting that the electronic properties of the Ru(II) complexes are largely unaffected by hybridization. The thermal stability of the PNA·DNA duplexes, as evaluated from UV melting experiments, is enhanced compared to the corresponding nonmetalated duplexes. The melting temperature (T_m) was almost 8° higher for PNA2·DNA duplex, and 4° for PNA3·DNA duplex, with the stabilization attributed to the electrostatic interaction between the cationic residues (Ru(II) unit and pos. charged lysine/arginine) and the polyanionic DNA backbone. In presence of tripropylamine (TPA) as co-reactant, PNA2, PNA3, PNA2·DNA and PNA3·DNA displayed strong electrochemiluminescence (ECL) signals even at submicromolar concentrations Importantly, the combination of spectrochem., thermal and ECL properties possessed by the Ru(II)-PNA sequences offer an elegant approach for the design of highly sensitive multimodal biosensing tools.

Inorganic Chemistry 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, HPLC of Formula: 186046-81-1.

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

Joshi, Tanmaya published the artcileElectrochemiluminescent Monomers for Solid Support Syntheses of Ru(II)-PNA Bioconjugates: Multimodal Biosensing Tools with Enhanced Duplex Stability, SDS of cas: 169396-92-3, the publication is Inorganic Chemistry (2012), 51(5), 3302-3315, database is CAplus and MEDLINE.

The feasibility of devising a solid support mediated approach to multimodal Ru(II)-peptide nucleic acid (PNA) oligomers is explored. Three Ru(II)-PNA-like monomers, [Ru(bpy)₂(Cpp-L-PNA-OH)]²⁺ (M1), [Ru(phen)₂(Cpp-L-PNA-OH)]²⁺ (M2), and [Ru(dppz)₂(Cpp-L-PNA-OH)]²⁺ (M3) (bpy = 2,2′-bipyridine, phen = 1,10-phenanthroline, dppz = dipyrido[3,2-a:2′,3′-c]phenazine, Cpp-L-PNA-OH = [2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]-N-[6-(2-(pyridin-2yl)pyrimidine-4-carboxamido)hexanoyl]-glycine), have been synthesized as building blocks for Ru(II)-PNA oligomers and characterized by IR and ¹H NMR spectroscopy, mass spectrometry, electrochem. and elemental anal. As a proof of principle, M1 was incorporated on the solid phase within the PNA sequences H-g-c-a-a-t-a-a-a-a-Lys-NH₂ (PNA1) and H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-lys-NH₂ (PNA4) to give PNA2 (H-g-c-a-a-t-a-a-a-a-M1-lys-NH₂) and PNA3 (H-P-K-K-K-R-K-V-g-c-a-a-t-a-a-a-a-M1-lys-NH₂), resp. The two Ru(II)-PNA oligomers, PNA2 and PNA3, displayed a metal to ligand charge transfer (MLCT) transition band centered around 445 nm and an emission maximum at about 680 nm following 450 nm excitation in aqueous solutions (10 mM PBS, pH 7.4). The absorption and emission response of the duplexes formed with the cDNA strand (DNA: 5′-T-T-T-T-T-T-T-A-T-T-G-C-T-T-T-3′) showed no major variations, suggesting that the electronic properties of the Ru(II) complexes are largely unaffected by hybridization. The thermal stability of the PNA·DNA duplexes, as evaluated from UV melting experiments, is enhanced compared to the corresponding nonmetalated duplexes. The melting temperature (T_m) was almost 8° higher for PNA2·DNA duplex, and 4° for PNA3·DNA duplex, with the stabilization attributed to the electrostatic interaction between the cationic residues (Ru(II) unit and pos. charged lysine/arginine) and the polyanionic DNA backbone. In presence of tripropylamine (TPA) as co-reactant, PNA2, PNA3, PNA2·DNA and PNA3·DNA displayed strong electrochemiluminescence (ECL) signals even at submicromolar concentrations Importantly, the combination of spectrochem., thermal and ECL properties possessed by the Ru(II)-PNA sequences offer an elegant approach for the design of highly sensitive multimodal biosensing tools.

Inorganic Chemistry 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, SDS of cas: 169396-92-3.

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