Category: 57044-25-4

In 2020,International Journal of Molecular Sciences included an article by Imperatore, Concetta; Valadan, Mohammadhassan; Tartaglione, Luciana; Persico, Marco; Ramunno, Anna; Menna, Marialuisa; Casertano, Marcello; Dell’Aversano, Carmela; Singh, Manjot; d’Aulisio Garigliota, Maria Luisa; Bajardi, Francesco; Morelli, Elena; Fattorusso, Caterina; Altucci, Carlo; Varra, Michela. Category: alcohols-buliding-blocks. The article was titled 《Exploring the photodynamic properties of two antiproliferative benzodiazopyrrole derivatives》. The information in the text is summarized as follows:

The identification of mols. whose biol. activity can be properly modulated by light is a promising therapeutic approach aimed to improve drug selectivity and efficacy on the mol. target and to limit the side effects compared to traditional drugs. Recently, two photo-switchable diastereomeric benzodiazopyrrole derivatives 1RR and 1RS have been reported as microtubules targeting agents (MTAs) on human colorectal carcinoma p53 null cell line (HCT 116 p53-/-). Their IC50 was enhanced upon Light Emitting Diode (LED) irradiation at 435 nm and was related to their cis form. Here we have investigated the photo-responsive behavior of the acid derivatives of 1RR and 1RS, namely, d1RR and d1RS, in phosphate buffer solutions at different pH. The comparison of the UV spectra, acquired before and after LED irradiation, indicated that the trans→cis conversion of d1RR and d1RS is affected by the degree of ionization. The apparent rate constants were calculated from the kinetic data by means of fast UV spectroscopy and the conformers of the putative ionic species present in solution (pH range: 5.7-8.0) were modelled. Taken together, our exptl. and theor. results suggest that the photo-conversions of transd1RR/d1RS into the corresponding cis forms and the thermal decay of cisd1RR/d1RS are dependent on the presence of diazonium form of d1RR/d1RS. Finally, a photo-reaction was detected only for d1RR after prolonged LED irradiation in acidic medium, and the resulting product was characterized by means of Liquid Chromatog. coupled to High resolution Mass Spectrometry (LC-HRMS) and NMR spectroscopy.(R)-Oxiran-2-ylmethanol(cas: 57044-25-4Category: alcohols-buliding-blocks) was used in this study.

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Category: alcohols-buliding-blocks

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Alcohol – Wikipedia,
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In 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Toda, Yasunori; Tanaka, Shoya; Gomyou, Shuto; Kikuchi, Ayaka; Suga, Hiroyuki. Application In Synthesis of (R)-Oxiran-2-ylmethanol. The article was titled 《4-Hydroxymethyl-substituted oxazolidinones synthesis by tetraarylphosphonium salt-catalyzed reactions of glycidols with isocyanates》. The information in the text is summarized as follows:

Preparation of 4-hydroxymethyl-substituted oxazolidinones including optically active ones, in which tetraarylphosphonium salts catalyze the reaction of glycidol with isocyanates effectively, is described. The neutral catalysis facilitates glycidol addition to isocyanates followed by intramol. cyclization. Mechanistic studies suggest that hydrogen-bonding interactions with the catalyst play an important role in the reaction progress. The experimental process involved the reaction of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Application In Synthesis of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Application In Synthesis of (R)-Oxiran-2-ylmethanol

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Alcohols – Chemistry LibreTexts

Application of 57044-25-4On May 15, 2019 ,《Photo-control of cancer cell growth by benzodiazo N-substituted pyrrole derivatives》 appeared in Journal of Photochemistry and Photobiology, A: Chemistry. The author of the article were Imperatore, Concetta; Scuotto, Maria; Valadan, Mohammadhassan; Rivieccio, Elisa; Saide, Assunta; Russo, Annapina; Altucci, Carlo; Menna, Marialuisa; Ramunno, Anna; Mayol, Luciano; Russo, Giulia; Varra, Michela. The article conveys some information:

In order to expand the class of diazocompounds able to act as photo-activable microtubule inhibitors the potential of azo-heteroarenes has been explored. In this paper we focus on the synthesis, phys. properties and biol. effects of Me rac-2-(2-((E)-(4-((R)-2,3-dihydroxypropoxy)phenyl) diazenyl)-1H-pyrrol-1-yl)-3-hydroxypropanoate (1a) and Me rac-2-(2-((E)-(4-((S)-2,3-dihydroxypropoxy)phenyl) diazenyl)-1H-pyrrol-1-yl)-3-hydroxypropanoate (1b). Preliminary biol. studies on the HCT-116 p53-/- cancer cell line have shown that the weak antiproliferative action of the trans isomers of these mols., especially of 1a, is enhanced upon LED light irradiation at 435 nm. On A375 cells the mols. have not shown any effect on cell viability either in the dark or under irradiation Moreover, the two diastereomeric components of 1a as pure stereomers have been synthesized and characterized for their chem.-phys. properties. Interestingly, upon irradiation, 1a has shown an antiproliferative activity on the HCT-116 p53-/- cells greater than that of the pure stereomers, 1RR and 1RS. Tubulin polymerization assay has also demonstrated that 1a, 1RR and 1RS inhibit tubulin aggregation mostly after exposure of the samples to LED light irradiation The experimental part of the paper was very detailed, including the reaction process of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Application of 57044-25-4)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Application of 57044-25-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liang, Dongjun; Wu, Kane; Tei, Reika; Bumpus, Timothy W.; Ye, Johnny; Baskin, Jeremy M. published an article in Proceedings of the National Academy of Sciences of the United States of America. The title of the article was 《A real-time, click chemistry imaging approach reveals stimulus-specific subcellular locations of phospholipase D activity》.Name: (R)-Oxiran-2-ylmethanol The author mentioned the following in the article:

The fidelity of signal transduction requires spatiotemporal control of the production of signaling agents. Phosphatidic acid (PA) is a pleiotropic lipid second messenger whose modes of action differ based on upstream stimulus, biosynthetic source, and site of production How cells regulate the local production of PA to effect diverse signaling outcomes remains elusive. Unlike other second messengers, sites of PA biosynthesis cannot be accurately visualized with subcellular precision. Here, we describe a rapid, chemoenzymic approach for imaging physiol. PA production by phospholipase D (PLD) enzymes. Our method capitalizes on the remarkable discovery that bulky, hydrophilic trans-cyclooctene-containing primary alcs. can supplant water as the nucleophile in the PLD active site in a transphosphatidylation reaction of PLD’s lipid substrate, phosphatidylcholine. The resultant trans-cyclooctene-containing lipids are tagged with a fluorogenic tetrazine reagent via a no-rinse, inverse electron-demand Diels-Alder (IEDDA) reaction, enabling their immediate visualization by confocal microscopy in real time. Strikingly, the fluorescent reporter lipids initially produced at the plasma membrane (PM) induced by phorbol ester stimulation of PLD were rapidly internalized via apparent nonvesicular pathways rather than endocytosis, suggesting applications of this activity-based imaging toolset for probing mechanisms of intracellular phospholipid transport. By instead focusing on the initial 10 s of the IEDDA reaction, we precisely pinpointed the subcellular locations of endogenous PLD activity as elicited by physiol. agonists of G protein-coupled receptor and receptor tyrosine kinase signaling. These tools hold promise to shed light on both lipid trafficking pathways and physiol. and pathol. effects of localized PLD signaling.(R)-Oxiran-2-ylmethanol(cas: 57044-25-4Name: (R)-Oxiran-2-ylmethanol) was used in this study.

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Name: (R)-Oxiran-2-ylmethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts