Category: 5930-92-7

Recognition of the DNA minor groove by pyrrole-imidazole polyamides: comparison of desmethyl- and N-methylpyrrole was written by Bremer, R. E.;Szewczyk, J. W.;Baird, E. E.;Dervan, P. B.. And the article was included in Bioorganic & Medicinal Chemistry in 2000.HPLC of Formula: 5930-92-7 This article mentions the following:

Polyamides consisting of N-methylpyrrole (Py), N-methylimidazole (Im), and N-methyl-3-hydroxypyrrole (Hp) are synthetic ligands that recognize predetermined DNA sequences with affinities and specificities comparable to many DNA-binding proteins. As derivatives of the natural products distamycin and netropsin, Py/Im/Hp polyamides have retained the N-Me substituent, although structural studies of polyamide:DNA complexes have not revealed an obvious function for the N-Me. In order to assess the role of the N-Me moiety in polyamide:DNA recognition, a new monomer, desmethylpyrrole (Ds), where the N-Me moiety has been replaced with hydrogen, was incorporated into an eight-ring hairpin polyamide by solid-phase synthesis. MPE footprinting, affinity cleavage, and quant. DNase I footprinting revealed that replacement of each Py residue with Ds resulted in identical binding site size and orientation and similar binding affinity for the six-base-pair (bp) target DNA sequence. Remarkably, the Ds-containing polyamide exhibited an 8-fold loss in specificity for the match site vs. a mismatched DNA site, relative to the all-Py parent. Polyamides with Ds exhibit increased water solubility, which may alter the cell membrane permeability properties of the polyamide. The addition of Ds to the repertoire of available monomers may prove useful as polyamides are applied to gene regulation in vivo. However, the benefits of Ds incorporation must be balanced with a potential loss in specificity. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7HPLC of Formula: 5930-92-7).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.HPLC of Formula: 5930-92-7

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A practical approach to orthogonally connected oligopyrrole-peptide conjugates was written by Vazquez, Eugenio;Caamano, Ana M.;Castedo, Luis;Gramberg, Dieter;Mascarenas, Jose L.. And the article was included in Tetrahedron Letters in 1999.Electric Literature of C7H8N2O4 This article mentions the following:

A practical method for synthesizing an orthogonally connected oligopyrrole-peptide conjugate by coupling the oligopyrrole fragment to a selectively deprotected glutamic acid side-chain of a resin-bound peptide is described. For example, oligo(N-methylpyrrole)-peptide conjugate I (X = H₃CCO-Asp-Pro-Ala-Ala-Leu-Lys-Arg-Ala-Arg-Asn-Thr-Glu-Ala-Ala-Arg-Arg-Ser-Arg-Ala-) was prepared via standard solid-phase synthesis. These type of compounds may reproduce the DNA binding properties of natural proteins. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7Electric Literature of C7H8N2O4).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Electric Literature of C7H8N2O4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Inhibition of major groove DNA binding bZIP proteins by positive patch polyamides was written by Bremer, R. E.;Wurtz, N. R.;Szewczyk, J. W.;Dervan, P. B.. And the article was included in Bioorganic & Medicinal Chemistry in 2001.SDS of cas: 5930-92-7 This article mentions the following:

Cell permeable synthetic ligands that bind to predetermined DNA sequences offer a chem. approach to gene regulation, provided inhibition of a broad range of DNA transcription factors can be achieved. DNA minor groove binding polyamides containing aminoalkyl substituents at the N-1 of a single pyrrole residue display inhibitory effects for a bZIP protein which binds exclusively in the DNA major groove. For major groove protein inhibition, specific protein-DNA contacts along the phosphate backbone were targeted with the pos. charged dimethylamino substituent on the backbone of a minor groove binding polyamide hairpin. Remarkably, these polyamides bind DNA with enhanced affinity and uncompromised specificity when compared to polyamides with the aminoalkyl moiety at the C-terminus. By adding bZIP transcription factors to the class of protein-DNA complexes that can be disrupted by minor groove binding ligands, these results may increase the functional utility of polyamides as regulators of gene expression. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7SDS of cas: 5930-92-7).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.SDS of cas: 5930-92-7

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The Synthesis of a Terminally Linked Homodimeric Bisdistamycin Analog was written by Al-Said, Naim H.. And the article was included in Monatshefte fuer Chemie in 2006.Synthetic Route of C7H8N2O4 This article mentions the following:

A practical synthetic route to a terminally linked homodimeric bisdistamycin analog is described. In this analog the two strands of tricarboxamides of the pyrrole-pyrrole-pyrrole array are tethered from the nitrogen atom of the terminal pyrrole by a bis(ethoxyethane)chain. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7Synthetic Route of C7H8N2O4).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C7H8N2O4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Chemistry of phosphodiesters, DNA and models. 3. Microgonotropens and their interactions with DNA. 1. Synthesis of the tripyrrole peptides dien-microgonotropen-a, -b, and -c and characterization of their interactions with dsDNA was written by He, Gong Xin;Browne, Kenneth A.;Groppe, Jay C.;Blasko, Andrei;Mei, Houng Yau;Bruice, Thomas C.. And the article was included in Journal of the American Chemical Society in 1993.Recommanded Product: Ethyl 4-nitro-1H-pyrrole-2-carboxylate This article mentions the following:

Exploration of the novel idea of employing a pyrrole nitrogen of a tripyrrole peptide minor groove binding agent to carry catalytic entities to the phosphates and major groove to DNA has been initiated with the synthesis of dien-microgonotropen-a, -b, and -c [I; R = (CH₂)_nN(CH₂CH₂CH₂NMe₂)₂, n = 3-5] (II). Replacing the carboxyl terminal amidine and amino terminal formyl functionalities of distamycin (Dm) by CH₂NMe₂ and Ac substituents, resp., provides I (R = Me), which has greater stability in water than does Dm. The synthetic design allows the N-Me substituent on the central pyrrole of I (R = Me) to be replaced by connectors terminating in a dien ligand (II). The binding of I (R = Me) is about 20-fold weaker than the binding of II to calf thymus DNA, poly(dA-dT), and poly(dI-dC) due to the contribution of the polyamine substituents of the latter. The specificity and affinity of binding of II to the 5′-[³²P] 167-bp EcoRI/RsaI restriction fragment of pBR322 was determined by DNase I footprint anal. Specific inhibition of cleavage was observed at each of the four potential A+T-rich binding sites after preincubation with II at concentrations as high as 50 μM. At 250 μM, binding at short heteropolymeric A+T secondary sites distal to the cluster of A+T-rich primary binding sites was observed At such higher concentrations of II, increased rates of enzymic cleavage at specific sequences were observed DNase I footprinting anal. of the 3′-labeled fragment provided complementary results. Electrophoretic migration of HaeIII restriction digest fragments of φX-174-RF DNA after preincubation with II was used to assess induction of gross conformational changes in DNA mols. As the concentration of the agents increases, the effect of the agents in changing the conformation of larger DNA fragments decreases in the order II (n = 5) > II (n = 4) > II (n = 3) ≫ Dm > Hoechst 33258. The electrophoretic mobilities of smaller DNA fragments are unaltered in the presence of the various agents. The dien-microgonotropens are much more effective in inducing changes than the sum of the Dm and bis[3-(dimethylamino)propyl]methylamine parts. This is due to the unique relationship between the minor groove binding portion of the dien-microgonotropens and the accompanying electrostatic complexing of the covalently attached dien moiety to the phosphodiester backbone of DNA. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7Recommanded Product: Ethyl 4-nitro-1H-pyrrole-2-carboxylate).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Recommanded Product: Ethyl 4-nitro-1H-pyrrole-2-carboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The synthesis and carbon-13 NMR spectra pyrrolothiazoles and their precursors. Bromine-induced cyclization of pyrrolylthioureas was written by Grehn, Leif. And the article was included in Chemica Scripta in 1979.Quality Control of Ethyl 4-nitro-1H-pyrrole-2-carboxylate This article mentions the following:

Several differently substituted pyrrolylthiourea derivatives (e.g. I) have been prepared by the action of acyl isothiocyanates on the corresponding aminopyrroles. Bromine-induced ring closure of selected pyrrolylthioureas in acetic acid or tri-Me phosphate yielded 3 possible isomers of the hitherto unknown pyrrolothiazoles (e.g. II). This reaction has wide applicability. ¹³C NMR parameters were determined for all new compounds and the direct ¹³C-¹H coupling constants in the pyrrole moiety were utilized to distinguish α- and β-carbons. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7Quality Control of Ethyl 4-nitro-1H-pyrrole-2-carboxylate).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Quality Control of Ethyl 4-nitro-1H-pyrrole-2-carboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The synthesis and carbon-13 NMR spectra pyrrolothiazoles and their precursors. Bromine-induced cyclization of pyrrolylthioureas was written by Grehn, Leif. And the article was included in Chemica Scripta in 1979.Quality Control of Ethyl 4-nitro-1H-pyrrole-2-carboxylate This article mentions the following:

Several differently substituted pyrrolylthiourea derivatives (e.g. I) have been prepared by the action of acyl isothiocyanates on the corresponding aminopyrroles. Bromine-induced ring closure of selected pyrrolylthioureas in acetic acid or tri-Me phosphate yielded 3 possible isomers of the hitherto unknown pyrrolothiazoles (e.g. II). This reaction has wide applicability. ¹³C NMR parameters were determined for all new compounds and the direct ¹³C-¹H coupling constants in the pyrrole moiety were utilized to distinguish α- and β-carbons. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7Quality Control of Ethyl 4-nitro-1H-pyrrole-2-carboxylate).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Quality Control of Ethyl 4-nitro-1H-pyrrole-2-carboxylate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics