Category: alcohols-buliding-blocks

Gao, Pan published the artcileCopper-Catalyzed Asymmetric Defluoroborylation of 1-(Trifluoromethyl)Alkenes, Application In Synthesis of 83706-94-9, the publication is Chem (2018), 4(9), 2201-2211, database is CAplus.

Gem-Difluoroalkenes have steric and electronic profiles similar to those of ketones, aldehydes, and esters, and consequently have been used widely as carbonyl isosteres in modern drug discovery. Although many attempts have been made to achieve gem-difluoroalkenes, the induction of enantioselectivity at the α position of a gem-difluorovinyl group still remains a challenge. Herein, an efficient method for the construction of gem-difluoroallylboronates with high enantiomeric excess via a copper-catalyzed defluoroborylation of 1-(trifluoromethyl)alkenes with B₂pin₂ is described. The reaction conditions were mild, and a variety of common functional groups, such as ether, fluoride, chloride, bromide, iodide, ester, cyano, sulfide, amino, and indoyl groups, were well tolerated. Furthermore, we not only applied this developed system as a powerful synthetic tool for the late-stage modification of complex compounds but also highlighted the utility of the formed compounds in synthesis.

Chem published new progress about 83706-94-9. 83706-94-9 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is (E)-4,4,4-Trifluorobut-2-en-1-ol, and the molecular formula is C4H5F3O, Application In Synthesis of 83706-94-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ma, Xiuguang published the artcileThe Drosophila morphogenetic protein Bicoid binds DNA cooperatively, Formula: C18H20N2O12, the publication is Development (Cambridge, United Kingdom) (1996), 122(4), 1195-206, database is CAplus and MEDLINE.

The Drosophila morphogenetic protein Bicoid, encoded by the maternal gene bicoid, is required for the development of the anterior structures in the embryo. Bicoid, a transcriptional activator containing a homeodomain, is distributed in an anterior-to-posterior gradient in the embryo. In response to this gradient, the zygotic gene hunchback is expressed uniformly in the anterior half of the embryo in a nearly all-or-none manner. In this report we demonstrate that a recombinant Bicoid protein binds cooperatively to its sites within a hunchback enhancer element. A less than 4-fold increase in Bicoid concentration is sufficient to achieve an unbound/bound transition in DNA binding. Using various biochem. and genetic methods we further demonstrate that Bicoid mols. can interact with each other. Our results are consistent with previous studies performed in the embryo, and they suggest that one mechanism to achieve a sharp on/off switch of gene expression in response to a morphogenetic gradient is cooperative DNA binding facilitated by protein-protein interaction.

Development (Cambridge, United Kingdom) published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Formula: C18H20N2O12.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mao, Jialin published the artcileSynthesis and antituberculosis activity of novel mefloquine-isoxazole carboxylic esters as prodrugs, Formula: C3H5F3O, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(3), 1263-1268, database is CAplus and MEDLINE.

Previously, isoxazole I [R = EtO (II)] was reported to have excellent antituberculosis activity against both replicating and non-replicating Mycobacterium tuberculosis, with a min. inhibitory concentration (MIC) of 0.9 μM and 12.2 μM, resp. In this study, the antituberculosis activity of II was further investigated. Its activity appeared to be very specific for organisms of the M. tuberculosis complex and it effected significant reductions of bacterial numbers in infected macrophages with an EC₉₀ of 4.1 μM. More importantly, the increased in vitro antituberculosis activity of the corresponding acid I (R = HO) at pH 6.0 suggested that it may be active in vivo in an acidic environment produced as a consequence of inflammation in the lungs of TB patients. The fact that various ester bioisosteres of compound II lost anti-TB activity further suggested that II may function as a prodrug. The detailed structure-activity relationships (SARs) from this study should facilitate our ultimate goal of improving the anti-TB potency of this isoxazole ester series.

Bioorganic & Medicinal Chemistry Letters published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Formula: C3H5F3O.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wu, Yanlin published the artcilePhotodegradation of 4-tert octylphenol in aqueous solution promoted by Fe(III), Related Products of alcohols-buliding-blocks, the publication is Environmental Science and Pollution Research (2013), 20(1), 3-9, database is CAplus and MEDLINE.

4-Tert-octylphenol (4-t-OP), a kind of endocrine-disrupting compounds, is widely distributed in natural water surroundings but can hardly be biodegraded. The advanced oxidation processes (AOPs) have been proved to be an efficient method to degrade 4-t-OP. The photodegradation of 4-t-OP in aqueous solution promoted by Fe(III) and the photooxidation mechanism were studied. The ferric perchlorate was added into the aqueous solution for the production of hydroxyl radical. The efficiency of mineralization was monitored by total organic carbon analyzer, and photooxidation products were determined by HPLC and liquid chromatog.-mass spectrometer. 4-t-OP (2.4 × 10^-5M) in aqueous solution was completely degraded after 45 min in the presence of Fe(III) (1.2 × 10^-3M) under UV irradiation (λ =365 nm). The optimal pH was 3.5. Higher Fe(III) concentration or lower initial 4-t-OP concentration led to increased photodegradation efficiency of 4-t-OP. The reaction was almost completely inhibited in the presence of 2-propanol. About 70% mineralization of the solution was obtained after 50 h. The photooxidation product was supposed to be 4-tert-octyl catechol. 4-t-OP in aqueous solution can be degraded in the presence of Fe(III) under the solar irradiation The photoinduced degradation is due to the reaction with hydroxyl radicals. It shows that the 4-t-OP is mineralized by the inducement of Fe(III) aquacomplexes, which exposes to solar light. Therefore, the results would provide useful information for the potential application of the AOPs to remove 4-t-OP in water surroundings.

Environmental Science and Pollution Research published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C25H23NO4, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Yingxiu published the artcileDiscovery of 4-piperazinyl-2-aminopyrimidine derivatives as dual inhibitors of JAK2 and FLT3, Application of 2-Morpholinoethanol, the publication is European Journal of Medicinal Chemistry (2019), 111590, database is CAplus and MEDLINE.

Hybridization strategy is an effective strategy to obtain multi-target inhibitors in drug design. In this study, we assembled the pharmacophores of momelotinib and tandutinib to get a series of 4-piperazinyl-2-aminopyrimidine derivatives All compounds were tested for the inhibition of JAK2 and FLT3 enzymes, of which, compounds with potent enzyme activities were assayed for antiproliferative activities against three cancer cell lines (HEL, MV4-11, and HL60). The structure-activity relationship studies were conducted through variations in two regions, the “A” Ph ring and “B” Ph ring. Compound 14j showed the most balanced in vitro inhibitory activity against JAK2 and FLT3 (JAK2 IC₅₀ = 27 nM, FLT3 IC₅₀ = 30 nM), and it also showed potent inhibition against the above tested cell lines. In the cellular context, 14j strongly induced apoptosis by arresting cell cycle in the G₁/S phase, and was selected as a promising JAK2/FLT3 dual inhibitor.

European Journal of Medicinal Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Application of 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tantawy, Mahmoud A. published the artcileSimultaneous determination of guaifenesin enantiomers and ambroxol HCl using 50-mm chiral column for a negligible environmental impact, Application of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, the publication is Chirality (2019), 31(10), 835-844, database is CAplus and MEDLINE.

Chiral stationary phases are conveniently used for enantiomeric separation of drugs by liquid chromatog. Consumption of large volumes of hazardous solvents is considered as a common challenge for the sustainability of this technique. To this end, a columnar chromatog. has been adopted using 50-mm-length stationary phases. The study comprised five Phenomenex Lux cellulose- and amylose-based columns for the separation of guaifenesin (GUA) enantiomers. In addition, an exptl. design was used to optimize the gradient profile for the separation of racemic GUA and ambroxol HCl (AMB) binary mixture The chromatog. method was achieved using Lux Cellulose-1 (50 × 4.6 mm) as a chiral stationary phase and ethanol/water as a mobile phase with linear gradient elution of 20% to 70% ethanol in 6 min at a flow rate of 1.0 mL min^-1 and UV detection at 270 nm. Linearity ranges were found to be 50 to 1000 μg mL^-1 and 15 to 450 μg mL^-1 for each GUA enantiomer and AMB, resp. Environmental, health and safety tool was used to assess and compare greenness of the proposed and reported methods. Short column indeed reduces the environmental impact by decreasing waste by about 60% and utilizing only 1-mL ethanol in the mobile phase. The proposed method is a safer alternative for the simultaneous determination of drugs in their combined pharmaceutical formulation. The method has been validated and compared favorably with a reported one.

Chirality published new progress about 23828-92-4. 23828-92-4 belongs to alcohols-buliding-blocks, auxiliary class Membrane Transporter/Ion Channel,Sodium Channel, name is trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, and the molecular formula is C9H9ClN2, Application of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Arcinas, Arthur published the artcileCell Surface and Secreted Protein Profiles of Human Thyroid Cancer Cell Lines Reveal Distinct Glycoprotein Patterns, Category: alcohols-buliding-blocks, the publication is Journal of Proteome Research (2009), 8(8), 3958-3968, database is CAplus and MEDLINE.

Cell surface proteins have been shown to be effective therapeutic targets. In addition, shed forms of these proteins and secreted proteins can serve as biomarkers for diseases, including cancer. Thus, identification of cell surface and secreted proteins has been a prime area of interest in the proteomics field. Most cell surface and secreted proteins are known to be glycosylated, and therefore, a proteomics strategy targeting these proteins was applied to obtain proteomic profiles from various thyroid cancer cell lines that represent the range of thyroid cancers of follicular cell origin. In this study, the authors oxidized the carbohydrates of secreted proteins and those on the cell surface with periodate and isolated them via covalent coupling to hydrazide resin. The glycoproteins obtained were identified from tryptic peptides and N-linked glycopeptides released from the hydrazide resin using two-dimensional liquid chromatog.-tandem mass spectrometry in combination with the gas phase fractionation. Thyroid cancer cell lines derived from papillary thyroid cancer (TPC-1), follicular thyroid cancer (FTC-133), Hurthle cell carcinoma (XTC-1), and anaplastic thyroid cancer (ARO and DRO-1) were evaluated. An average of 150 glycoproteins were identified per cell line, of which more than 57% are known cell surface or secreted glycoproteins. The usefulness of the approach for identifying thyroid cancer associated biomarkers was validated by the identification of glycoproteins (e.g., CD44, galectin 3 and metalloproteinase inhibitor 1) that have been useful markers for thyroid cancer. In addition to glycoproteins that are commonly expressed by all of the cell lines, the authors identified others that are only expressed in the more well-differentiated thyroid cancer cell lines (follicular, Hurthle cell and papillary), or by cell lines derived from undifferentiated tumors that are uniformly fatal forms of thyroid cancer (i.e., anaplastic). On the basis of the results obtained, a set of glycoprotein biomarker candidates for thyroid cancer is proposed.

Journal of Proteome Research published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Polat, Merve Pamukcu published the artcileMetallophthalocyanines bearing four 3-(pyrrol-1-yl)phenoxy units as photosensitizer for dye-sensitized solar cells, Quality Control of 23351-09-9, the publication is Dyes and Pigments (2018), 267-275, database is CAplus.

In this article, the synthesis of non-peripheral metallophthalocyanines (cobalt, zinc, and manganese) bearing four 3-(pyrrol-1-yl)phenoxy units was reported. The new compounds have been characterized using UV-Vis, FT-IR, ¹H NMR, and mass spectroscopic data. Aggregation behaviors of phthalocyanines were investigated in concentrations ranging from 14 × 10^-6 to 2 × 10^-6 M. Electrochem. measurements gave well illustrated redox activities of MnClPc and CoPc. Electrochem. and spectroelectrochem. studies showed that MnClPc gives two metal-based reduction processes in addition to the one ring-based reduction and one ring-based oxidation process. Distinct color differences between the electrogenerated MnClPc species were observed during in situ spectroelectrochem. measurements. The potential of these compounds as photosensitizers and dependence of the photovoltaic performance on the thickness of photoanode layer were investigated. For this purpose, DSSC devices were fabricated with the structure of FTO/TiO₂:4-6/Electrolyte/Pt/FTO and characterized under AM 1.5 illuminations. By using 6 as dye a photovoltaic conversion efficiency of 2.44% with short circuit c.d. of 7.17 mA cm^-2 and open circuit voltage of 0.68 V was observed

Dyes and Pigments published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Quality Control of 23351-09-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhou, Jian published the artcileMetabolomic Analysis of the Positive Effects on Ketogulonigenium vulgare Growth and 2-Keto-L-Gulonic Acid Production by Reduced Glutathione, Application of (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, the publication is OMICS (2012), 16(7-8), 387-396, database is CAplus and MEDLINE.

Ketogulonigenium vulgare has long been used in industry to produce 2-keto-L-gulonic acid (2KGA), the precursor of vitamin C. This fermentation process involves co-culture of K. vulgare and a Bacillus species. Early studies demonstrated that the presence of the Bacillus strain can enhance the cellular growth and 2KGA production of K. vulgare. However, the mol. mechanism behind how Bacillus affects the growth of K. vulgare and 2KGA production remains unclear. In addition, the inclusion of Bacillus in the fermentation process presents difficulties for the post-separation and purification of 2KGA. To address these issues, efforts have been made to replace the Bacillus strain with chem. compounds In this study, we found that adding thiol compounds such as reduced glutathione (GSH) and dithiothreitol (DTT) to the K. vulgare mono-culture system can increase the growth of K. vulgare about twofold, and increase 2KGA production by about fivefold. The effects of thiols on the concentrations of some cellular metabolites were determined using gas chromatog. coupled to time-of-flight mass spectrometry. The results showed that the levels of intracellular amino acids and intermediates in the pentose phosphate pathway increased significantly after thiol addition Interestingly, when GSH was added, the levels of key intracellular metabolites in primary metabolic pathways and the cell biomass both reached their maximum in the first 36 h, and then decreased when the thiol was exhausted. These findings indicate that cell growth needs the assistance of a high concentration of thiols. This study is the first report that chem. defined compounds were used to enhance the growth of K. vulgare and 2KGA production Furthermore, it also provides new insights into the possible cellular interaction between Bacillus species and K. vulgare.

OMICS published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C24H20Ge, Application of (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Yiling published the artcileAmphiphilic polymer-encapsulated Au nanoclusters with enhanced emission and stability for highly selective detection of hypochlorous acid, Recommanded Product: 2-Phenylethanethiol, the publication is RSC Advances (2021), 11(24), 14678-14685, database is CAplus and MEDLINE.

It is of vital importance to develop probes to monitor hypochlorous acid (HClO) in biol. systems as HClO is associated with many important physiol. and pathol. processes. Metal nanoclusters (NCs) are promising luminescent nanomaterials for highly reactive oxygen species (hROS) detection on the basis of their strong reaction ability with hROS. However, metal NCs typically can respond to most common hROS and are susceptible to etching by biothiols, hindering their application in the construction of effective HClO probes. Herein, we proposed a strategy to develop a nanoprobe based on Au NCs for highly sensitive and selective detection of HClO. We synthesized luminescent benzyl mercaptan-stabilized Au NCs and encapsulated them with an amphiphilic polymer (DSPE-PEG). After encapsulation, an obvious emission enhancement and good resistance to the etching by biothiols for Au NCs were achieved. More importantly, the DSPE-PEG encapsulated Au NCs can be used as a nanoprobe for detection of HClO with good performance. The luminescence of the Au NCs was effectively and selectively quenched by HClO. A good linear relationship with the concentration of HClO in the range of 5-35 μM and a limit of detection (LOD) of 1.4 μM were obtained. Addnl., this nanoprobe was successfully used for bioimaging and monitoring of HClO changes in live cells, suggesting the application potential of the as-prepared amphiphilic polymer-encapsulated Au NCs for further HClO-related biomedical research.

RSC Advances published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Recommanded Product: 2-Phenylethanethiol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts