Day: November 25, 2022

Sharif, Ehesan U. published the artcileDevelopment of a Scalable and Practical Synthesis of AB928, a Dual A_2a/A_2b Receptor Antagonist, Synthetic Route of 56-05-3, the publication is Organic Process Research & Development (2020), 24(7), 1254-1261, database is CAplus.

First- and second-generation routes to the dual A_2a/A_2b receptor antagonist AB928 I are disclosed. The second-generation route (performed on multigram scale) prepared the aminochloropyridinylbenzonitrile II by a route avoiding palladium-catalyzed borylation and Suzuki coupling reactions required in the initial route which generated significant amounts of byproducts.

Organic Process Research & Development 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 C9H21NO3, Synthetic Route of 56-05-3.

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

Li, Jian-Yuan published the artcilePalladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis, Category: pyrimidines, the publication is Bioconjugate Chemistry (2019), 30(8), 2209-2215, database is CAplus and MEDLINE.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate 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

Sulkowska, A. published the artcileProton NMR studies on the interaction of alkyl derivatives of pyrimidine bases, their nucleosides and nucleotides with bovine serum albumin, Product Details of C5H6N2O2, the publication is Journal of Molecular Structure (1995), 73-6, database is CAplus.

Besides well known structural units rare purine and pyrimidine bases are found in some nucleic acids. Most of them are Me derivatives of the major bases, but some contain acetyl, isopentenyl, or hydroxymethyl groups. Rare bases are especially prominent in tRNAs which characteristically contain up to 10 percent of these unusual components. The aim of this study was to provide by ¹H NMR spectroscopy a detailed exptl. base for understanding the nature of hydrophobic complexes formed by pyrimidine bases, their nucleosides and nucleotides when they interact with protein. As the model protein bovine serum albumin (BSA) has been selected. Addition of serum albumin caused a broadening of the NMR signals.

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 C6H9N3O2, Product Details of C5H6N2O2.

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

Lygina, Antonina S. published the artcileTransmembrane Domain Peptide/Peptide Nucleic Acid Hybrid as a Model of a SNARE Protein in Vesicle Fusion, Formula: C39H35N5O8, the publication is Angewandte Chemie, International Edition (2011), 50(37), 8597-8601, S8597/1-S8597/15, database is CAplus and MEDLINE.

A novel simplified model was introduced for membrane fusion mediated by SNARE proteins. The SNARE mimetic system consisted of hybrids between the transmembrane domain/linker segments from natural membrane-bound SNARE proteins and peptide nucleic acid recognition motifs. Owing to the complementarity of the PNA bas pairs, it was possible to investigate the fusion complexes with both helixes linked on the same and opposite sides of the recognition motif. The new PNA/peptide hybrids facilitated fusion of vesicles dependent on the PNA base pair sequence and on temperature

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, Formula: C39H35N5O8.

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

Lygina, Antonina S. published the artcileTransmembrane Domain Peptide/Peptide Nucleic Acid Hybrid as a Model of a SNARE Protein in Vesicle Fusion, 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 Angewandte Chemie, International Edition (2011), 50(37), 8597-8601, S8597/1-S8597/15, database is CAplus and MEDLINE.

A novel simplified model was introduced for membrane fusion mediated by SNARE proteins. The SNARE mimetic system consisted of hybrids between the transmembrane domain/linker segments from natural membrane-bound SNARE proteins and peptide nucleic acid recognition motifs. Owing to the complementarity of the PNA bas pairs, it was possible to investigate the fusion complexes with both helixes linked on the same and opposite sides of the recognition motif. The new PNA/peptide hybrids facilitated fusion of vesicles dependent on the PNA base pair sequence and on temperature

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, 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

Zhou, Shengwang published the artcilePhotoactivatable Reaction for Covalent Nanoscale Patterning of Multiple Proteins, Category: pyrimidines, the publication is ACS Applied Materials & Interfaces (2018), 10(47), 40452-40459, database is CAplus and MEDLINE.

This article describes a photochem. approach for independently patterning multiple proteins to an inert substrate, particularly for studies of cell adhesion. A photoactivatable chloropyrimidine ligand was employed for covalent immobilization of SnapTag fusion proteins on self-assembled monolayers of alkanethiolates on gold. A two-step procedure was used: first, patterned UV illumination of the surface activated protein capture ligands, and second, incubation with a SnapTag fusion protein bound to the surface in illuminated regions. Two different fluorescent proteins were patterned in registry with features of 400 nm in size over a 1 mm² area. An example is given wherein an anti-carcinoembryonic antigen (anti-CEA) scFv antibody was patterned to direct the selective attachment of a human cancer cell line that express the CEA antigen. This method enables the preparation of surfaces with control over the d. and activity of independently patterned proteins.

ACS Applied Materials & Interfaces 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 C25H29N9O3, Category: pyrimidines.

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

Koripelly, Girish published the artcileDual sensing of hairpin and quadruplex DNA structures using multicolored peptide nucleic acid fluorescent probes, 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 Bioconjugate Chemistry (2010), 21(11), 2103-2109, database is CAplus and MEDLINE.

Synthesis of water-soluble 5-mer peptide nucleic acids (PNAs) functionalized at their 5′- and 3′-ends with two original precursors of pentamethine cyanine dye synthesis is reported. The successful use of these PNA probes for sensing DNA hairpin structures in vitro was also demonstrated where specific hairpin formation was associated with the appearance of a characteristic fluorescence signal at 660 nm. A comparative study between three different strategies where PNAs were targeting either the stem or the loop of the hairpin was carried out. Best sensitivity was obtained using PNA sequences complementary to the loop sequence and directing both functional moieties toward the base of loop. Unprecedented proof-of-concept for the simultaneous sensing of hairpin and quadruplex DNAs with a nonoverlapping two-color system (C3 and C5) is also demonstrated.

Bioconjugate 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, 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

Zhao, Y. published the artcileSynthesis and In Vitro Evaluation of Bis-intercalators with Varied Linkers between Aminochloropyrimidine Rings, Application of 2-Amino-4,6-dichloropyrimidine, the publication is Journal of Heterocyclic Chemistry (2014), 51(5), 1327-1332, database is CAplus.

The synthesis of two groups of aminochloropyrimidine bis-intercalators with different lipophilicity or limited flexibility of linkers as potential DNA intercalators is described. The lipophilic linkers in the synthesized bis-intercalators are represented by alternating methylene groups and oxygen atoms in a chain, with a pyrimidine ring containing an amino group and a chloro group at each end I [X = (CH₂)₂O(CH₂)₂O(CH₂)₂, (CH₂)₃O(CH₂)₂O(CH₂)₃, (CH₂)₃O(CH₂)₄O(CH₂)₃, (CH₂)₃O(CH₂)₂O(CH₂)₂O(CH₂)₃]. The bis-intercalators with limited flexibility contain chains with two benzene rings II [Y = CH₂C₆H₄CH₂, C₆H₄CH₂C₆H₄, C₆H₄(CH₂)₂C₆H₄, C₆H₄OC₆H₄, C₆H₄SC₆H₄]. All compounds I, II were obtained by nucleophilic substitution of 2-amino-4,6-dichloropyrimidine. The anticancer activity of these newly synthesized compounds I, II is also reported. The compounds III (n = 10, 12) described in one of our previous publications display good anticancer activity against murine lymphoma.

Journal of Heterocyclic 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 C3H5BN2O2, Application of 2-Amino-4,6-dichloropyrimidine.

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

Larsen, Aaron T. published the artcilePredictable stereoselective and chemoselective hydroxylations and epoxidations with P450 3A4, Formula: C6H9N3, the publication is Journal of the American Chemical Society (2011), 133(20), 7853-7858, database is CAplus and MEDLINE.

Enantioselective hydroxylation of one specific methylene in the presence of many similar groups is debatably the most challenging chem. transformation. Although chemists have recently made progress toward the hydroxylation of inactivated C-H bonds, enzymes such as P 450s (CYPs) remain unsurpassed in specificity and scope. The substrate promiscuity of many P 450s is desirable for synthetic applications; however, the inability to predict the products of these enzymic reactions is impeding advancement. We demonstrate here the utility of a chem. auxiliary to control the selectivity of CYP3A4 reactions. When linked to substrates, inexpensive, achiral theobromine directs the reaction to produce hydroxylation or epoxidation at the fourth carbon from the auxiliary with pro-R facial selectivity. This strategy provides a versatile yet controllable system for regio-, chemo-, and stereoselective oxidations at inactivated C-H bonds and demonstrates the utility of chem. auxiliaries to mediate the activity of highly promiscuous enzymes.

Journal of the American Chemical Society 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, Formula: C6H9N3.

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

Schaefer, Gabriel published the artcileFacile Synthesis of Sterically Hindered and Electron-Deficient Secondary Amides from Isocyanates, Quality Control of 56-05-3, the publication is Angewandte Chemie, International Edition (2012), 51(36), 9173-9175, S9173/1-S9173/52, database is CAplus and MEDLINE.

The authors report a convenient and rapid approach to the synthesis of hindered and electron-deficient amides by the direct coupling of isocyanates with Grignard reagents. The hindered isocyanates are readily prepared from either amines or carboxylic acids using well-established methods. The isocyanates are easily handled compounds that can be stored for months without any sign of decomposition, and many of them are com. available. The Grignard reagents used in this study are either com. obtained or are readily prepared from the corresponding organo halide and magnesium metal.

Angewandte Chemie, International Edition 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