Heterocyclic Building Blocks-Tetrahydrofuran

Regulation of alternative polyadenylation by the C2H2-zinc-finger protein Sp1 was written by Song, Jingwen;Nabeel-Shah, Syed;Pu, Shuye;Lee, Hyunmin;Braunschweig, Ulrich;Ni, Zuyao;Ahmed, Nujhat;Marcon, Edyta;Zhong, Guoqing;Ray, Debashish;Ha, Kevin C. H.;Guo, Xinghua;Zhang, Zhaolei;Hughes, Timothy R.;Blencowe, Benjamin J.;Greenblatt, Jack F.. And the article was included in Molecular Cell in 2022.HPLC of Formula: 118-00-3 This article mentions the following:

Alternative polyadenylation (APA) enhances gene regulatory potential by increasing the diversity of mRNA transcripts. 3′ UTR shortening through APA correlates with enhanced cellular proliferation and is a widespread phenomenon in tumor cells. Here, we show that the ubiquitously expressed transcription factor Sp1 binds RNA in vivo and is a common repressor of distal poly(A) site usage. RNA sequencing identified 2,344 genes (36% of the total mapped mRNA transcripts) with lengthened 3′ UTRs upon Sp1 depletion. Sp1 preferentially binds the 3′ UTRs of such lengthened transcripts and inhibits cleavage at distal sites by interacting with the subunits of the core cleavage and polyadenylation (CPA) machinery. The 3′ UTR lengths of Sp1 target genes in breast cancer patient RNA-seq data correlate with Sp1 expression levels, implicating Sp1-mediated APA regulation in modulating tumorigenic properties. Taken together, our findings provide insights into the mechanism for dynamic APA regulation by unraveling a previously unknown function of the DNA-binding transcription factor Sp1. In the experiment, the researchers used many compounds, for example, 2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one (cas: 118-00-3HPLC of Formula: 118-00-3).

2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one (cas: 118-00-3) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.HPLC of Formula: 118-00-3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

On the thermodynamic equilibrium between (R)-2-hydroxyacyl-CoA and 2-enoyl-CoA was written by Parthasarathy, Anutthaman;Buckel, Wolfgang;Smith, David M.. And the article was included in FEBS Journal in 2010.Synthetic Route of C5H6O4 This article mentions the following:

A combined exptl. and computational approach has been applied to investigate the equilibrium between several α-hydroxyacyl-CoA compounds and their 2-enoyl-CoA derivatives In contrast to those of their β, γ and δ counterparts, the equilibrium for the α-compounds are relatively poorly characterized, but qual. they appear to be unusually sensitive to substituents. Using a variety of techniques, we have succeeded in measuring the equilibrium constants for the reactions beginning from 2-hydroxyglutaryl-CoA and lactyl-CoA. A complementary computational evaluation of the equilibrium constants shows quant. agreement with the measured values. By examining the computational results, we arrive at an explanation of the substituent sensitivity and provide a prediction for the, as yet unmeasured, equilibrium involving 2-hydroxyisocaproyl-CoA. In the experiment, the researchers used many compounds, for example, (R)-5-Oxotetrahydrofuran-2-carboxylicacid (cas: 53558-93-3Synthetic Route of C5H6O4).

(R)-5-Oxotetrahydrofuran-2-carboxylicacid (cas: 53558-93-3) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Synthetic Route of C5H6O4

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

S-Adenosyl methionine cofactor modifications enhance the biocatalytic repertoire of small molecule C-alkylation was written by McKean, Iain J. W.;Sadler, Joanna C.;Cuetos, Anibal;Frese, Amina;Humphreys, Luke D.;Grogan, Gideon;Hoskisson, Paul A.;Burley, Glenn A.. And the article was included in Angewandte Chemie, International Edition in 2019.Reference of 4097-22-7 This article mentions the following:

A tandem enzymic strategy to enhance the scope of C-alkylation of small mols. via the in situ formation of S-adenosyl methionine (SAM) cofactor analogs is described. A solvent-exposed channel present in the SAM-forming enzyme SalL tolerates 5′-chloro-5′-deoxyadenosine (ClDA) analogs modified at the 2-position of the adenine nucleobase. Coupling SalL-catalyzed cofactor production with C-(m)ethyl transfer to coumarin substrates catalyzed by the methyltransferase (MTase) NovO forms C-(m)ethylated coumarins in superior yield and greater substrate scope relative to that obtained using cofactors lacking nucleobase modifications. Establishing the mol. determinants that influence C-alkylation provides the basis to develop a late-stage enzymic platform for the preparation of high value small mols. In the experiment, the researchers used many compounds, for example, ((2S,5R)-5-(6-Amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methanol (cas: 4097-22-7Reference of 4097-22-7).

((2S,5R)-5-(6-Amino-9H-purin-9-yl)tetrahydrofuran-2-yl)methanol (cas: 4097-22-7) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Reference of 4097-22-7

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Total synthesis of the alkaloid (-)-codonopsinine from L-xylose was written by Chandrasekhar, S.;Jagadeshwar, V.;Prakash, S. Jaya. And the article was included in Tetrahedron Letters in 2005.Computed Properties of C8H14O5 This article mentions the following:

The enantiopure total synthesis of (-)-codonopsinine (I) is described from com. available L-xylose in 20% overall yield. The key steps included Julia trans olefination and cascade epoxidation-cyclization strategies. In the experiment, the researchers used many compounds, for example, (3aS,5S,6R,6aS)-5-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 114861-22-2Computed Properties of C8H14O5).

(3aS,5S,6R,6aS)-5-(Hydroxymethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 114861-22-2) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Computed Properties of C8H14O5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

A new adenylyl cyclase, putative disease-resistance RPP13-like protein 3, participates in abscisic acid-mediated resistance to heat stress in maize was written by Yang, Hao;Zhao, Yulong;Chen, Ning;Liu, Yanpei;Yang, Shaoyu;Du, Hanwei;Wang, Wei;Wu, Jianyu;Tai, Fuju;Chen, Feng;Hu, Xiuli. And the article was included in Journal of Experimental Botany in 2021.Safety of (2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-ol This article mentions the following:

In plants, 3′,5′-cyclic adenosine monophosphate (cAMP) is an important second messenger with varied functions; however, only a few adenylyl cyclases (ACs) that synthesize cAMP have been identified. Moreover, the biol. roles of ACs/cAMP in response to stress remain largely unclear. In this study, we used quant. proteomics techniques to identify a maize heat-induced putative disease-resistance RPP13-like protein 3 (ZmRPP13-LK3), which has three conserved catalytic AC centers. The AC activity of ZmRPP13-LK3 was confirmed by in vitro enzyme activity anal., in vivo RNAi experiments, and functional complementation in the E. coli cyaA mutant. ZmRPP13-LK3 is located in the mitochondria. The results of in vitro and in vivo experiments indicated that ZmRPP13-LK3 interacts with ZmABC2, a possible cAMP exporter. Under heat stress, the concentrations of ZmRPP13-LK3 and cAMP in the ABA-deficient mutant vp5 were significantly less than those in the wild-type, and treatment with ABA and an ABA inhibitor affected ZmRPP13-LK3 expression in the wild-type. Application of 8-Br-cAMP, a cAMP analog, increased heat-induced expression of heat-shock proteins in wild-type plants and alleviated heat-activated oxidative stress. Taken together, our results indicate that ZmRPP13-LK3, a new AC, can catalyze ATP for the production of cAMP and may be involved in ABA-regulated heat resistance. In the experiment, the researchers used many compounds, for example, (2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-ol (cas: 6698-26-6Safety of (2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-ol).

(2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-ol (cas: 6698-26-6) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Safety of (2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-methyltetrahydrofuran-3-ol

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Antiviral L-nucleosides specific for hepatitis B virus infection was written by Bryant, Martin L.;Bridges, Edward G.;Placidi, Laurent;Faraj, Abdesslem;Loi, Anna-Giulia;Pierra, Claire;Dukhan, David;Gosselin, Gilles;Imbach, Jean-Louis;Hernandez, Brenda;Juodawlkis, Amy;Tennant, Bud;Korba, Brent;Cote, Paul;Marion, Pat;Cretton-Scott, Erika;Schinazi, Raymond F.;Sommadossi, Jean-Pierre. And the article was included in Antimicrobial Agents and Chemotherapy in 2001.SDS of cas: 10356-76-0 This article mentions the following:

A unique series of simple “unnatural” nucleosides has been discovered to inhibit hepatitis B virus (HBV) replication. Through structure-activity anal. it was found that the 3′-OH group of the β-L-2′-deoxyribose of the β-L-2′-deoxynucleoside confers specific antihepadnavirus activity. The unsubstituted nucleosides β-L-2′-deoxycytidine, β-L-thymidine, and β-L-2′-deoxyadenosine had the most potent, selective, and specific antiviral activity against HBV replication. Human DNA polymerases (α, β, and γ) and mitochondrial function were not affected. In the woodchuck model of chronic HBV infection, viral load was reduced by as much as 10⁸ genome equivalent/mL of serum and there was no drug-related toxicity. In addition, the decline in woodchuck hepatitis virus surface antigen paralleled the decrease in viral load. These investigational drugs, used alone or in combination, are expected to offer new therapeutic options for patients with chronic HBV infection. In the experiment, the researchers used many compounds, for example, 4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one (cas: 10356-76-0SDS of cas: 10356-76-0).

4-Amino-5-fluoro-1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one (cas: 10356-76-0) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.SDS of cas: 10356-76-0

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Cutting root treatment combined with low-temperature storage regimes on non-volatile and volatile compounds of Oudemansiella raphanipes was written by Xia, Rongrong;Wang, Zicheng;Xu, Heran;Hou, Zhenshan;Li, Yunting;Wang, Yafei;Feng, Yao;Zhang, Xiang;Xin, Guang. And the article was included in LWT–Food Science and Technology in 2022.Related Products of 118-00-3 This article mentions the following:

Oudemansiella raphanipes (O. raphanipes) has recently been gaining popularity due to its active and flavor compounds In this study, the profiles of phenolics, flavonoids, non-volatile and volatile compounds of fresh O. raphanipes were subjected to cutting root (CR) and pulling root (PR) harvesting methods during different storage temperatures (5°C and 20°C) were investigated. The results showed that CR treatment effectively increased phenolic and flavonoid contents, maintained the sensory scores and the umami value based on e-tongue, increased more C8 volatile contents, and inhibited off-flavor acids production during 5°C storage. The EUC values of the fresh O. raphanipes ranged from 4.72 to 23.66 g monosodium glutamate (MSG) 100 g-1, which TAVs were at a relatively high level in CR treatment than in PR treatment. A two-way anal. of variance (ANOVA) and principal component anal. (PCA) revealed statistically significant differences in different harvesting methods that affected the mushroom flavor. Eleven components were screened as taste characteristics contributors by partial least squares regression model (PLS-R) anal., including Glu, umami nucleotides, and 1-octene-3-ol and 3-octanone. Thus, the cutting root treatment is a promising method for obtaining the high flavor quality of fresh O. raphanipes during cooling storage. In the experiment, the researchers used many compounds, for example, 2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one (cas: 118-00-3Related Products of 118-00-3).

2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-3H-purin-6(9H)-one (cas: 118-00-3) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. Tetrahydrofuran (THF) is primarily used as a precursor to polymers including for surface coating, adhesives, and printing inks.Related Products of 118-00-3

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Desulfurizative stannylation of uracil derivatives was written by Tanaka, Hiromichi;Hayakawa, Hiroyuki;Obi, Kikoh;Miyasaka, Tadashi. And the article was included in Tetrahedron Letters in 1985.Recommanded Product: 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethylpyrimidine-2,4(1H,3H)-dione This article mentions the following:

The phenylthio group in the C-6 or C-5 position of uracil moiety can be removed by radical mediated stannylation with Bu₃SnH followed by protonolysis, providing a new route to 5-substituted uridines. In the experiment, the researchers used many compounds, for example, 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethylpyrimidine-2,4(1H,3H)-dione (cas: 25110-76-3Recommanded Product: 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethylpyrimidine-2,4(1H,3H)-dione).

1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethylpyrimidine-2,4(1H,3H)-dione (cas: 25110-76-3) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Recommanded Product: 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethylpyrimidine-2,4(1H,3H)-dione

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Synthesis and properties of N,N-dibenzoylated deoxycytidine derivatives was written by Sekine, Mitsuo. And the article was included in Natural Product Letters in 1992.Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide This article mentions the following:

Deoxycytidine derivatives dibenzoylated at their base moieties existed as equilibrium mixtures I and II, underwent unusually facile depurination upon treatment with 80% acetic acid. In the experiment, the researchers used many compounds, for example, N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide).

N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Protein-induced B-Z transition of DNA duplex containing a 2-OMe guanosine was written by Jin, Ho-Seong;Kim, Na-Hyun;Choi, Seo-Ree;Oh, Kwang-Im;Lee, Joon-Hwa. And the article was included in Biochemical and Biophysical Research Communications in 2020.Name: 2-Amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one This article mentions the following:

Structural transformation of the canonical right-handed helix, B-DNA, to the non-canonical left-handed helix, Z-DNA, can be induced by the Zα domain of the human RNA editing enzyme ADAR1 (hZαADAR1). To characterize the site-specific preferences of binding and structural changes in DNA containing the 2′-O-Me guanosine derivative (mG), titration of the imino proton spectra and chem. shift perturbations were performed on hZαADAR1 upon binding to Z-DNA. The structural transition between B-Z conformation as the changing ratio between DNA and protein showed a binding affinity of the modified DNA onto the Z-DNA binding protein similar to wild-type DNA or RNA. The chem. shift perturbation results showed that the overall structure and environment of the modified DNA revealed DNA-like properties rather than RNA-like characteristics. Moreover, we found evidence for two distinct regimes, “Z-DNA Sensing” and “Modification Sensing”, based on the site-specific chem. shift perturbation between the DNA (or RNA) binding complex and the modified DNA-hZαADAR1 complex. Thus, we propose that modification of the sugar backbone of DNA with 2′-O-Me guanosine promotes the changes in the surrounding α3 helical structural segment as well as the non-perturbed feature of the β-hairpin region. In the experiment, the researchers used many compounds, for example, 2-Amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (cas: 2140-71-8Name: 2-Amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one).

2-Amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one (cas: 2140-71-8) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Name: 2-Amino-9-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem