Czernecki, Dariusz’s team published research in Nucleic Acids Research in 2021 | 452-06-2

Nucleic Acids Research published new progress about Crystal structure. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Electric Literature of 452-06-2.

Czernecki, Dariusz; Hu, Haidai; Romoli, Filippo; Delarue, Marc published the artcile< Structural dynamics and determinants of 2-aminoadenine specificity in DNA polymerase DpoZ of vibriophage ϕVC8>, Electric Literature of 452-06-2, the main research area is Thermus DNA polymerase DpoZ vibriophage 2 aminoadenine.

All genetic information in cellular life is stored in DNA copolymers composed of four basic building blocks (ATGC-DNA). In contrast, a group of bacteriophages belonging to families Siphoviridae and Podoviridae has abandoned the usage of one of them, adenine (A), replacing it with 2-aminoadenine (Z). The resulting ZTGC-DNA is more stable than its ATGC-DNA counterpart, owing to the addnl. hydrogen bond present in the 2-aminoadenine:thymine (Z:T) base pair, while the addnl. amino group also confers resistance to the host endonucleases. Recently, two classes of replicative proteins found in ZTGC-DNA-containing phages were characterized and one of them, DpoZ from DNA polymerase A (PolA) family, was shown to possess significant Z-vs-A specificity. Here, we present the crystallog. structure of the apo form of DpoZ of vibriophage ϕVC8, composed of the 3-5 exonuclease and polymerase domains. We captured the enzyme in two conformations that involve the tip of the thumb subdomain and the exonuclease domain. We highlight insertions and mutations characteristic of ϕVC8 DpoZ and its close homologues. Through mutagenesis and functional assays we suggest that the preference of ϕVC8 DpoZ towards Z relies on a polymerase backtracking process, more efficient when the nascent base pair is A:T than when it is Z:T.

Nucleic Acids Research published new progress about Crystal structure. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Electric Literature of 452-06-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Stachelska-Wierzchowska, Alicja’s team published research in Molecules in 2020 | 452-06-2

Molecules published new progress about 452-06-2. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Formula: C5H5N5.

Stachelska-Wierzchowska, Alicja; Wierzchowski, Jacek; Gorka, Michal; Bzowska, Agnieszka; Stolarski, Ryszard; Wielgus-Kutrowska, Beata published the artcile< Tricyclic nucleobase analogs and their ribosides as substrates and inhibitors of purine-nucleoside phosphorylases III. Aminopurine derivatives>, Formula: C5H5N5, the main research area is NMR; chemo-enzymatic synthesis; enzyme-substrate complexes; fluorescence; nucleobase/nucleoside analogs; purine nucleoside phosphorylase.

Etheno-derivatives of 2-aminopurine, 2-aminopurine riboside, and 7-deazaadenosine (tubercidine) were prepared and purified using standard methods. 2-Aminopurine reacted with aqueous chloroacetaldehyde to give two products, both exhibiting substrate activity towards bacterial (E. coli) purine-nucleoside phosphorylase (PNP) in the reverse (synthetic) pathway. The major product of the chem. synthesis, identified as 1,N2-etheno-2-aminopurine, reacted slowly, while the second, minor, but highly fluorescent product, reacted rapidly. NMR anal. allowed identification of the minor product as N2,3-etheno-2-aminopurine, and its ribosylation product as N2,3-etheno-2-aminopurine-N2-β-D-riboside. Ribosylation of 1,N2-etheno-2-aminopurine led to analogous N2-β-d-riboside of this base. Both enzymically produced ribosides were readily phosphorolyzed by bacterial PNP to the resp. bases. The reaction of 2-aminopurine-N9-β-D-riboside with chloroacetaldehyde gave one major product, clearly distinct from that obtained from the enzymic synthesis, which was not a substrate for PNP. A tri-cyclic 7-deazaadenosine (tubercidine) derivative was prepared in an analogous way and shown to be an effective inhibitor of the E. coli, but not of the mammalian enzyme. Fluorescent complexes of amino-purine analogs with E. coli PNP were observed

Molecules published new progress about 452-06-2. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Formula: C5H5N5.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Madaoui, Mimouna’s team published research in Organic Letters in 2022-08-26 | 452-06-2

Organic Letters published new progress about 452-06-2. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Computed Properties of 452-06-2.

Madaoui, Mimouna; Datta, Dhrubajyoti; Wassarman, Kelly; Zlatev, Ivan; Egli, Martin; Ross, Bruce S.; Manoharan, Muthiah published the artcile< A Chemical Approach to Introduce 2,6-Diaminopurine and 2-Aminoadenine Conjugates into Oligonucleotides without Need for Protecting Groups>, Computed Properties of 452-06-2, the main research area is .

We report a simple, postsynthetic strategy for synthesis of oligonucleotides containing 2,6-diaminopurine nucleotides and 2-aminoadenine conjugates using 2-fluoro-6-amino-adenosine. The strategy allows introduction of 2,6-diaminopurine and other 2-amino group-containing ligands. The strongly electroneg. 2-fluoro deactivates 6-NH2 obviating the need for any protecting group on adenine, and simple aromatic nucleophilic substitution of fluorine makes reaction with aqueous NH3 or R-NH2 feasible at the 2-position.

Organic Letters published new progress about 452-06-2. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Computed Properties of 452-06-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Akiyama, Masayasu’s team published research in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1978 | 36947-69-0

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about Bronsted LFER. 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, Computed Properties of 36947-69-0.

Akiyama, Masayasu; Hara, Yukihiro; Tanabe, Minoru published the artcile< Effects of the substituents on the hydrolysis of 4-nitrophenyl acetate catalyzed by 2-substituted imidazoles>, Computed Properties of 36947-69-0, the main research area is hydrolysis kinetics nitrophenyl acetate imidazole; Broensted catalysis nitrophenyl acetate hydrolysis; mechanism hydrolysis nitrophenyl acetate imidazole; LFER hydrolysis nitrophenyl acetate.

A series of 2-alkyl and -(hydroxyalkyl)-substituted imidazoles catalyzed the hydrolysis of 4-nitrophenyl acetate. Activation parameters and D2O solvent isotope effects were determined for some of these imidazoles and showed that a bulky substituent decreased the rate of nucleophilic catalysis for most of the imidazoles. Anal. in terms of the Broensted catalysis law gave an extrapolated rate for each imidazole and indicated the importance of the steric effect relative to the parent compound Catalysis by 2-(1,1-dimethyl-2-hydroxyethyl)imidazole involved partial general base catalysis.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) published new progress about Bronsted LFER. 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, Computed Properties of 36947-69-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cristofalo, Matteo’s team published research in Biophysical Journal in 2019-03-05 | 452-06-2

Biophysical Journal published new progress about Conformational transition. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Related Products of 452-06-2.

Cristofalo, Matteo; Kovari, Daniel; Corti, Roberta; Salerno, Domenico; Cassina, Valeria; Dunlap, David; Mantegazza, Francesco published the artcile< Nanomechanics of Diaminopurine-Substituted DNA>, Related Products of 452-06-2, the main research area is diaminopurine double strand DNA nanomechanics.

2,6-Diaminopurine (DAP) is a nucleobase analog of adenine. When incorporated into double-stranded DNA (dsDNA), it forms three hydrogen bonds with thymine. Rare in nature, DAP substitution alters the phys. characteristics of a DNA mol. without sacrificing sequence specificity. Here, we show that in addition to stabilizing double-strand hybridization, DAP substitution also changes the mech. and conformational properties of dsDNA. Thermal melting experiments reveal that DAP substitution raises melting temperatures without diminishing sequence-dependent effects. Using a combination of at. force microscopy (AFM), magnetic tweezer (MT) nanomech. assays, and CD spectroscopy, we demonstrate that DAP substitution increases the flexural rigidity of dsDNA yet also facilitates conformational shifts, which manifest as changes in mol. length. DAP substitution increases both the static and dynamic persistence length of DNA (measured by AFM and MT, resp.). In the static case (AFM), in which tension is not applied to the mol., the contour length of DAP-DNA appears shorter than wild-type (WT)-DNA; under tension (MT), they have similar dynamic contour lengths. At tensions above 60 pN, WT-DNA undergoes characteristic overstretching because of strand separation (tension-induced melting) and spontaneous adoption of a conformation termed S-DNA. Cyclic overstretching and relaxation of WT-DNA at near-zero loading rates typically yields hysteresis, indicative of tension-induced melting; conversely, cyclic stretching of DAP-DNA showed little or no hysteresis, consistent with the adoption of the S-form, similar to what has been reported for GC-rich sequences. However, DAP-DNA overstretching is distinct from GC-rich overstretching in that it happens at a significantly lower tension. In physiol. salt conditions, evenly mixed AT/GC DNA typically overstretches around 60 pN. GC-rich sequences overstretch at similar if not slightly higher tensions. Here, we show that DAP-DNA overstretches at 52 pN. In summary, DAP substitution decreases the overall stability of the B-form double helix, biasing toward non-B-form DNA helix conformations at zero tension and facilitating the B-to-S transition at high tension.

Biophysical Journal published new progress about Conformational transition. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Related Products of 452-06-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Schroeder, Griffin M’s team published research in Nucleic Acids Research in 2020 | 452-06-2

Nucleic Acids Research published new progress about 3′-Untranslated region Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Recommanded Product: 7H-Purin-2-amine.

Schroeder, Griffin M.; Dutta, Debapratim; Cavender, Chapin E.; Jenkins, Jermaine L.; Pritchett, Elizabeth M.; Baker, Cameron D.; Ashton, John M.; Mathews, David H.; Wedekind, Joseph E. published the artcile< Analysis of a preQ1-I riboswitch in effector-free and bound states reveals a metabolite-programmed nucleobase-stacking spine that controls gene regulation>, Recommanded Product: 7H-Purin-2-amine, the main research area is turnip yellow mosaic virus preQ1I riboswitch nucleobase gene regulation.

Riboswitches are structured RNA motifs that recognize metabolites to alter the conformations of downstream sequences, leading to gene regulation. To investigate this mol. framework, we determined crystal structures of a preQ1-I riboswitch in effector-free and bound states at 2.00 Å and 2.65 Å-resolution Both pseudoknots exhibited the elusive L2 loop, which displayed distinct conformations. Conversely, the Shine-Dalgarno sequence (SDS) in the S2 helix of each structure remained unbroken. The expectation that the effector-free state should expose the SDS prompted us to conduct solution experiments to delineate environmental changes to specific nucleobases in response to preQ1. We then used nudged elastic band computational methods to derive conformational-change pathways linking the crystallog.-determined effector-free and bound-state structures. Pathways featured: (i) unstacking and unpairing of L2 and S2 nucleobases without preQ1-exposing the SDS for translation and (ii) stacking and pairing L2 and S2 nucleobases with preQ1-sequestering the SDS. Our results reveal how preQ1 binding reorganizes L2 into a nucleobase-stacking spine that sequesters the SDS, linking effector recognition to biol. function. The generality of stacking spines as conduits for effector-dependent, interdomain communication is discussed in light of their existence in adenine riboswitches, as well as the turnip yellow mosaic virus ribosome sensor.

Nucleic Acids Research published new progress about 3′-Untranslated region Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Recommanded Product: 7H-Purin-2-amine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhu, Jinbo’s team published research in Chemical Science in 2021 | 452-06-2

Chemical Science published new progress about Absorption spectra. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Product Details of C5H5N5.

Zhu, Jinbo; Yan, Zhiqiang; Boskovic, Filip; Haynes, Cally J. E.; Kieffer, Marion; Greenfield, Jake L.; Wang, Jin; Nitschke, Jonathan R.; Keyser, Ulrich F. published the artcile< FeII4L4 tetrahedron binds and aggregates DNA Gquadruplexes>, Product Details of C5H5N5, the main research area is iron ligand tetrahedron metal organic cage DNA G quadruplex.

Since the discovery of the G-quadruplex (G4) structure in telomeres in 1980s, studies have established the role it plays in various biol. processes. Here we report binding between DNA G4 and a self-assembled tetrahedral metal-organic cage 1 and consequent formation of aggregates, whereby the cage protects the DNA G4 from cleavage by S1 nuclease. We monitor DNA-cage interaction using fluorescence spectroscopy, firstly by quenching of a fluorescent label appended to the 5′ end of G4. Secondly, we detect the decrease in fluorescence of the G4-selective dyes thioflavin-T and Zn-PPIX bound to various DNA G4 sequences following the addition of cage 1. Our results demonstrate that 1 interacts with a wide range of G4s. Moreover, gel electrophoresis, CD and dynamic light scattering measurements establish the binding of 1 to G4 and indicate the formation of aggregate structures. Finally, we find that DNA G4 contained in an aggregate of cage 1 is protected from cleavage by S1 nuclease.

Chemical Science published new progress about Absorption spectra. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Product Details of C5H5N5.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kaiser, Carl’s team published research in Journal of Medicinal Chemistry in 1992-11-13 | 36947-69-0

Journal of Medicinal Chemistry published new progress about Muscarinic antagonists. 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, SDS of cas: 36947-69-0.

Kaiser, Carl; Spagnuolo, Ciro J.; Adams, Theodore C. Jr.; Audia, Vicki H.; Dupont, Andrea C.; Hatoum, Holia; Lowe, Valerie C.; Prosser, Judith C.; Sturm, Bonnie L.; Noronha-Blob, Lalita published the artcile< Synthesis and antimuscarinic properties of some N-substituted 5-(aminomethyl)-3,3-diphenyl-2(3H)-furanones>, SDS of cas: 36947-69-0, the main research area is aminomethyldiphenylfuranone antimuscarinic structure activity; furanone aminomethyldiphenyl antimuscarinic structure activity; urinary incontinence treatment imidazolylmethyldiphenylfuranone; benactyzine constrained analog structure activity.

In a study aimed toward developing new, selective antimuscarinic drugs with potential utility in the treatment of urinary incontinence associated with bladder muscle instability, a series of N-substituted 5-(aminomethyl)-3,3-diphenyl-2(3H)-furanones I (R = Me, R1 = alkyl, aralkyl; R = R1 = Et, Pr; NRR1 = pyrrolidino, N-methylpiperazino, N-phenylpiperazino, morpholino, substituted imidazol-1-yl, substituted pyrazol-1-yl, triazol-1-yl, substituted imidazopyridin-1-yl, etc.), conformationally-constrained lactone relatives of benactyzine, was prepared The compounds were examined in several paradigms that measure muscarinic (M1, M2, and M3) receptor antagonist activity. Selected members of the series that displayed potency and/or selectivity in these tests were studied for their effects on urinary bladder contraction, mydriasis, and salivation in guinea pigs. These studies revealed that incorporation of the amino functionality into an imidazole or pyrazole ring resulted in some novel, potent, and selective antimuscarinic agents. Appropriate alkyl substitution of position 2 of the imidazole strikingly affected muscarinic, particularly M3, receptor activity and may reflect a complementary site of interaction. Some of the compounds selectively reduced bladder pressure in a cystometrogram (CMG) model without producing concomitant mydriatic and salivary effects. The sep. and distinct action of several compounds of this series in these in vivo protocols suggests the possibility of subtypes of muscarinic receptors that may correspond to previously characterized mol. cloned subpopulations. Structure-activity relationships of this series of substituted lactones are discussed. These studies led to the identification of (R)-isomer II as a clin. candidate for treating urinary bladder dysfunction.

Journal of Medicinal Chemistry published new progress about Muscarinic antagonists. 36947-69-0 belongs to class imidazoles-derivatives, and the molecular formula is C7H12N2, SDS of cas: 36947-69-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hornum, Mick’s team published research in Chemistry – A European Journal in 2019 | 452-06-2

Chemistry – A European Journal published new progress about DNA-DNA hybridization. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Electric Literature of 452-06-2.

Hornum, Mick; Stendevad, Julie; Sharma, Pawan K.; Kumar, Pawan; Nielsen, Rasmus B.; Petersen, Michael; Nielsen, Poul published the artcile< Base-Pairing Properties of Double-Headed Nucleotides>, Electric Literature of 452-06-2, the main research area is base pair double headed nucleotide DNA duplex; 2,6-diaminopurine; double-headed nucleotides; hypoxanthine; oligonucleotides.

Nucleotides that contain two nucleobases (double-headed nucleotides) have the potential to condense the information of two sep. nucleotides into one. This presupposes that both bases must successfully pair with a cognate strand. Here, double-headed nucleotides that feature cytosine, guanine, thymine, adenine, hypoxanthine, and diaminopurine linked to the C2′-position of an arabinose scaffold were developed and examined in full detail. These monomeric units were efficiently prepared by convergent synthesis and incorporated into DNA oligonucleotides by means of the automated phosphoramidite method. Their pairing efficiency was assessed by UV-based melting-temperature anal. in several contexts and extensive mol. dynamics studies. Altogether, the results show that these double-headed nucleotides have a well-defined structure and invariably behave as functional dinucleotide mimics in DNA duplexes.

Chemistry – A European Journal published new progress about DNA-DNA hybridization. 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Electric Literature of 452-06-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hao, Xueyu’s team published research in International Journal of Biological Macromolecules in 2021-01-15 | 452-06-2

International Journal of Biological Macromolecules published new progress about Animal gene, c-myc Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Name: 7H-Purin-2-amine.

Hao, Xueyu; Wang, Chunyu; Wang, Yu; Li, Chunjie; Hou, Jingwei; Zhang, Feng; Kang, Chuanqing; Gao, Lianxun published the artcile< Topological conversion of human telomeric G-quadruplexes from hybrid to parallel form induced by naphthalene diimide ligands>, Name: 7H-Purin-2-amine, the main research area is naphthalene diimide G quadruplex telomere regulation; G-quadruplex; Human telomere; Naphthalene diimide; Topological conversion.

G-quadruplexes (GQs) have become promising anti-cancer therapeutic targets, which are formed by the folding of a guanine-rich repeat DNA/RNA sequence at human telomeres or oncogene promoters. Polymorphism has been observed for the folding topologies of intramol. GQs. Here we report the topol. conversion of human telomeric GQ induced by naphthalene diimide (NDI) ligands in K+ solution The ligands selectively induce metastable hybrid-type GQs to highly stable parallel-type GQ at physiol. temperature (37°C) in dilute aqueous solutions and under crowding conditions that mimic cellular bioenvironment. According to spectroscopic analyses, the topol. conversion is speculated to undergo stepwise unfolding of hybrid-type GQ through intermediate states to parallel-type GQ. The results will prompt further studies on the designs of ligands with GQ conformation regulation functions and nanotechnol. systems based on nucleic acids with dynamic regulation of GQ conformation.

International Journal of Biological Macromolecules published new progress about Animal gene, c-myc Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 452-06-2 belongs to class imidazoles-derivatives, and the molecular formula is C5H5N5, Name: 7H-Purin-2-amine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem