Month: November 2022

Gorska, Katarzyna published the artcileLigand dimerization programmed by hybridization to study multimeric ligand-receptor interactions, HPLC of Formula: 169396-92-3, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(41), 7742-7744, database is CAplus and MEDLINE.

Oligomerization of receptors induced or stabilized by polyvalent ligands is a fundamental mechanism in cellular recognition and signal transduction. Herein we report a general approach to encode complex peptide macrocycles with peptide nucleic acid (PNA) tags and program their oligomerization through hybridization as exemplified with a ligand binding to oligomeric DR5, a receptor of TRAIL cytokine.

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, HPLC of Formula: 169396-92-3.

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

Hauke, Sebastian published the artcileTwo-Step Protein Labeling Utilizing Lipoic Acid Ligase and Sonogashira Cross-Coupling, Quality Control of 5738-14-7, the publication is Bioconjugate Chemistry (2014), 25(9), 1632-1637, database is CAplus and MEDLINE.

Labeling proteins in their natural settings with fluorescent proteins or protein tags often leads to problems. Despite the high specificity, these methods influence the natural functions due to the rather large size of the proteins used. Here the authors present a two-step labeling procedure for the attachment of various fluorescent probes to a small peptide sequence (13 amino acids) using enzyme-mediated peptide labeling in combination with palladium-catalyzed Sonogashira cross-coupling. The authors identified p-iodophenyl derivatives from a small library that can be covalently attached to a lysine residue within a specific 13-amino-acid peptide sequence by Escherichia coli lipoic acid ligase A (LplA). The derivatization with p-iodophenyl subsequently served as a reactive handle for bioorthogonal transition metal-catalyzed Sonogashira cross-coupling with alkyne-functionalized fluorophores on both the peptide as well as on the protein level. The authors’ two-step labeling strategy combines high selectivity of enzyme-mediated labeling with the chemoselectivity of palladium-catalyzed Sonogashira cross-coupling.

Bioconjugate Chemistry published new progress about 5738-14-7. 5738-14-7 belongs to pyrimidines, auxiliary class Pyrimidine,Amine,Alcohol,Pyrimidine, name is 2-(Dimethylamino)pyrimidine-4,6-diol, and the molecular formula is C6H9N3O2, Quality Control of 5738-14-7.

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

Manicardi, Alex published the artcileA bifunctional monomer for on-resin synthesis of polyfunctional PNAs and tailored induced-fit switching probes, Product Details of C39H35N5O8, the publication is Organic Letters (2016), 18(21), 5452-5455, database is CAplus and MEDLINE.

A synthetic strategy for the production of polyfunctional PNAs bearing substituent groups both on the nucleobase and on the backbone C5 carbon of the same monomer is described; this is based on the use of a tris-orthogonally protected monomer and subsequent solid-phase selective functionalization. This strategy can be used for synthesizing PNAs that are not readily accessible by use of preformed modified monomers. As an example, a PNA-based probe that undergoes a switch in its fluorescence emission upon hybridization with a target oligonucleotide, induced by tailor-made movement of two pyrene substituent groups, was synthesized.

Organic 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, Product Details of C39H35N5O8.

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

Manicardi, Alex published the artcileA bifunctional monomer for on-resin synthesis of polyfunctional PNAs and tailored induced-fit switching probes, Synthetic Route of 169396-92-3, the publication is Organic Letters (2016), 18(21), 5452-5455, database is CAplus and MEDLINE.

A synthetic strategy for the production of polyfunctional PNAs bearing substituent groups both on the nucleobase and on the backbone C5 carbon of the same monomer is described; this is based on the use of a tris-orthogonally protected monomer and subsequent solid-phase selective functionalization. This strategy can be used for synthesizing PNAs that are not readily accessible by use of preformed modified monomers. As an example, a PNA-based probe that undergoes a switch in its fluorescence emission upon hybridization with a target oligonucleotide, induced by tailor-made movement of two pyrene substituent groups, was synthesized.

Organic 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, Synthetic Route of 169396-92-3.

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

Cong, Han N’guyen published the artcileSeparation and characterization of the main methylated nucleobases from nuclear, cytoplasmic and poly(A)⁺ RNA by high-performance liquid chromatography and mass spectrometry, Category: pyrimidines, the publication is Journal of Chromatography B: Biomedical Sciences and Applications (1994), 661(2), 193-204, database is CAplus.

We were able to detect nine methylated nucleobases (3-methyluracil, 1-, 2-, 3- and 7-methylguanine, 1-, 2-, 3- and 6-methyladenine) in RNA from rat and calf liver, baker’s yeast, Torula and Euglena cells by using reversed-phase high-performance liquid chromatog. and thermospray mass spectrometry. Total cellular, nuclear, cytoplasmic and poly (A)⁺ RNA from rat liver showed marked methylation, mainly of 1- and 3-methylguanine, and 3- and 2-methyladenine. These bases were especially abundant in nuclear RNA and, to a lesser extent, in poly (A)⁺ RNA. In contrast, 7-methylguanine and 6-methyladenine were poorly represented in poly (A)⁺ RNA.

Journal of Chromatography B: Biomedical Sciences and Applications 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

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