Category: alcohols-buliding-blocks

Noyola, Martha published the artcileSynthesis and smooth muscle relaxing activity of a series of 1,4-dihydropyridine nicardipine analogs, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol, the publication is Revista de la Sociedad Quimica de Mexico (2003), 47(1), 34-37, database is CAplus.

Nicardipine (I; R = NO₂) and five new analogs I (R = Cl, Br, F, Me, OMe) were synthesized and evaluated for their smooth muscle relaxing activity. All the compounds displayed significant relaxant activity and I (R = Br) was the most potent; the order of potency for the complete set of derivatives were: Br > NO₂ (nicardipine) > Cl ≈ F > Me ≈ OMe.

Revista de la Sociedad Quimica de Mexico published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol.

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

Kurogome, Yuji published the artcileSynthesis of Decytospolide A, B and Their C-3 Epimers Using Stereoselective Oxypalladation, Quality Control of 57044-25-4, the publication is Synthesis (2016), 48(5), 765-771, database is CAplus.

Stereoselective synthesis of decytospolide A and B (I and II, resp.) and their C-3 epimers, which have a 2,6-cis-tetrahydropyran ring, has been achieved in high stereoselectivity and yield. The oxypalladation of single diastereomers of 6-(benzyloxy)-7-hydroxydodec-2-enyl 2-naphthoates was optimized to give products with a 2,6-cis-tetrahydropyran ring with high diastereoselectivity and yield.

Synthesis published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Quality Control of 57044-25-4.

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

Levesque, Jean Pierre published the artcileA mitogenic fibrinogen receptor that differs from glycoprotein IIb-IIIa. Identification by affinity chromatography and by covalent cross-linking, Computed Properties of 70539-42-3, the publication is Journal of Biological Chemistry (1990), 265(1), 328-33, database is CAplus and MEDLINE.

The mitogenic effect of human fibrinogen on the hemopoietic cell lines Raji and JM is mediate by a specific receptor with biochem. and functional properties different from those of the platelet fibrinogen receptor, the glycoprotein complex IIb-IIIa. This work describes the identification of the mitogenic fibrinogen receptor (MFR) by 2 independent methods, affinity chromatog. and covalent crosslinking. Affinity chromatog. of surface-labeled cell extracts on fibrinogen-Sepharose revealed a 94-kDa membrane protein that bound specifically to fibrinogen-Sepharose only on cells that expressed the MFR. Its mol. mass was not modified after reduction This was confirmed by crosslinking fibrinogen to surface-labeled Raji cells using the cleavable crosslinkers, ethyleneglycolbis(succinimidyl succinate) and dithiobis(succinimidyl propionate). Complexes between fibrinogen and iodinated cell membrane proteins were immunoprecipitated by anti-fibrinogen antibodies. The biochem. cleavage of these immunoprecipitated conjugates gave rise to a 92-kDa membrane protein whose mol. mass was not modified after reduction Thus, fibrinogen binds specifically to a 92-94-kDa MFR which does not belong to the integrin family.

Journal of Biological Chemistry 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, Computed Properties of 70539-42-3.

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

Golombek, Florian published the artcileThree Steps, Two Enzymes, One Pot, but a Multitude of Nanocompartments: Combined Cycles of Kinetic Resolutions and Re-racemization with Incompatible Biocatalysts, Product Details of C8H8O3, the publication is ACS Omega (2021), 6(43), 29192-29200, database is CAplus and MEDLINE.

Deracemizations are clearly preferable to kinetic resolutions in the production of chiral mols. from racemates, as they allow up to 100% chem. and optical yield. Here we present a new process route for multienzymic deracemizations that is relevant for reaction systems with incompatible reaction conditions of the biocatalysts. This often applies to combinations of lipases used for stereoselective acylation and solvent-sensitive racemases. By encapsulating a model racemase in polymeric vesicles, it was protected from inactivation by the organic solvent up to phase proportions of 99%. As high yields in the lipase reaction required either water proportions well below 1% or racemase-denaturating acyl donor concentrations, a one-pot reaction was implemented through the sequential use of lipase and racemase-containing nanocompartments. This strategy allowed us to perform two kinetic resolutions with intermittent re-racemization in one pot yielding 72% (0.72 mM after 120 h) of an enantiopure product.

ACS Omega published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Product Details of C8H8O3.

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

Sugimoto, Kanta published the artcileVersatile tensile and fracture behaviors of dual crosslinked elastomers by postpreparation photo tuning of local crosslink density, COA of Formula: C5H12O2, the publication is Polymer (2021), 124089, database is CAplus.

This study demonstrates the postpreparation easy tuning of the Young’s modulus of elastomers by using polyesters bearing thermal and photo crosslinkable groups. In the first crosslinking step, only thermoreactive groups form crosslinks, resulting in a highly deformable soft elastomer. In the second step, photoreactive groups are crosslinked by UV irradiation, and controlling the UV irradiation time can tune the crosslink d., resulting in modulus tuning over two orders of magnitude at room temperature The use of photo reaction enables precise modulus patterning using photomasks with a series of slits. In horizontally patterned samples, the dually crosslinked stiff section shows negligible deformation, whereas large elongation is observed selectively in the single crosslinked soft sections. In vertically patterned samples, interestingly, crack propagation and complete fracture are significantly suppressed, compared with the fully dually crosslinked sample. The present data can thus provide important insight for developing new methodologies for controlling the tensile and fracture behavior of elastomers.

Polymer published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C13H15NO6S, COA of Formula: C5H12O2.

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

Mohamedshah, Zulfiqar published the artcileBioaccessibility, gut microbial metabolism and intestinal transport of phenolics from 100% Concord grape juice and whole grapes are similar in a simulated digestion and fecal fermentation model, Application of 3-Hydroxyphenylacetic acid, the publication is Food & Function (2022), 13(8), 4315-4330, database is CAplus and MEDLINE.

Phenolic rich 100% grape juice has been associated with many health benefits, but its place in dietary guidance is controversial relative to whole fruit. Direct comparisons of phenolic profiles and bioavailability between these food forms are needed. Phenolic bioaccessibility and metabolism from Concord (CG) and Niagara (NG) grapes and corresponding 100% juices were investigated using an in vitro digestion coupled with anaerobic gut fermentation model. Intestinal transport of resulting bioaccessible phenolics and microbial metabolites was estimated using a Caco-2 cell model. Total bioaccessible phenolics from both upper and lower digestion were similar (P > 0.05) between NG (400.9 ± 26.3 μmol per 100 g) and NGJ (349.5 ± 8.3 μmol per 100 g) and significantly different (P < 0.05) between CG (417.2 ± 24.4 μmol per 100 g) and CGJ (294.3 ± 45.4 μmol per 100 g) total cellular transport of phenolics was similar (P > 0.05) between whole grapes (89.4 ± 5.3 μmol per 100 g for CG, and 71.8 ± 2.4 μmol per 100 g for NG) and 100% juices (88.0 ± 5.6 μmol per 100 g for CGJ, and 85.3 ± 9.4 μmol per 100 g for NGJ). Differences were observed between the location of phenolic metabolism, bioaccessibility and subsequent cellular transport of individual phenolics between grapes and juice matrixes. Specifically, greater amounts of phenolics were transported from grape juices than whole grapes from the upper tract. However, cumulative bioaccessibility and transport from upper and lower GI digestion/fermentation together indicates that the absorbable phenolics from 100% grape juice is similar to that of whole grapes, suggesting that phenolic-mediated health benefits from consumption of whole fruit and juice may be similar.

Food & Function published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C8H8O3, Application of 3-Hydroxyphenylacetic acid.

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

Withall, David M. published the artcileStereochemistry and Mechanism of Undecylprodigiosin Oxidative Carbocyclization to Streptorubin B by the Rieske Oxygenase RedG, Application In Synthesis of 57044-25-4, the publication is Journal of the American Chemical Society (2015), 137(24), 7889-7897, database is CAplus and MEDLINE.

The prodiginines are a group of specialized metabolites that share a 4-methoxypyrrolyldipyrromethene core structure. Streptorubin B is a structurally remarkable member of the prodiginine group produced by Streptomyces coelicolor A3(2) and other actinobacteria. It is biosynthesized from undecylprodigiosin by an oxidative carbocyclization catalyzed by the Rieske oxygenase-like enzyme RedG. Undecylprodigiosin derives from the RedH-catalyzed condensation of 2-undecylpyrrole and 4-methoxy-2, 2′-bipyrrole-5-carboxaldehyde (MBC). To probe the mechanism of the RedG-catalyzed reaction, we synthesized 2-(5-pentoxypentyl)-pyrrole, an analog of 2-undecylpyrrole with an oxygen atom next to the site of C-C bond formation, and fed it, along with synthetic MBC, to Streptomyces albus expressing redH and redG. This resulted in the production of the 6′-oxa analog of undecylprodigiosin. In addition, a small amount of a derivative of this analog lacking the n-pentyl group was produced, consistent with a RedG catalytic mechanism involving hydrogen abstraction from the alkyl chain of undecylprodigiosin prior to pyrrole functionalization. To investigate the stereochem. of the RedG-catalyzed oxidative carbocyclization, [7′-²H](7’R)-2-undecylpyrrole and [7′-²H](7’S)-2-undecylpyrrole were synthesized and fed sep., along with MBC, to S. albus expressing redH and redG. Anal. of the extent of deuterium incorporation into the streptorubin B produced in these experiments showed that the pro-R hydrogen atom is abstracted from C-7′ of undecylprodigiosin and that the reaction proceeds with inversion of configuration at C-7′. This contrasts sharply with oxidative heterocyclization reactions catalyzed by other nonheme iron-dependent oxygenase-like enzymes, such as isopenicillin N synthase and clavaminate synthase, which proceed with retention of configuration at the carbon center undergoing functionalization.

Journal of the American Chemical Society published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C13H26N2, Application In Synthesis of 57044-25-4.

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

Fan, Xiaodong published the artcileVisible light-induced deoxygenation/cyclization of salicylic acid derivatives and aryl acetylene for the synthesis of flavonoids, Name: 1-Hydroxy-2-naphthoic acid, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(43), 6348-6351, database is CAplus and MEDLINE.

A visible-light-induced photocatalytic strategy for the synthesis of flavonoids was developed through the deoxygenative/cyclization reaction of salicylic acid derivatives with aryl acetylene using di-Ph sulfide as an O-transfer reagent. Based on the controlled experiments, the mechanism of visible-light-induced free radical coupling cyclization was proposed. The protocol obtained 51 flavonoids in good yields and was successfully applied to the synthesis of some natural flavones.

Chemical Communications (Cambridge, United Kingdom) published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Name: 1-Hydroxy-2-naphthoic acid.

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

Xie, Zhi-Hui published the artcileEffects of molecular structure on organic contaminants′ degradation efficiency and dominant ROS in the advanced oxidation process with multiple ROS, Computed Properties of 80-09-1, the publication is Environmental Science & Technology (2022), 56(12), 8784-8795, database is CAplus and MEDLINE.

In this study, the previously overlooked effects of contaminants′ mol. structure on their degradation efficiencies and dominant reactive oxygen species (ROS) in advanced oxidation processes (AOPs) are investigated with a peroxymonosulfate (PMS) activation system selected as the typical AOP system. Averagely, degradation efficiencies of 19 contaminants are discrepant in the CoCaAl-LDO/PMS system with production of SO₄^•-, ^•OH, and ¹O₂. D. functional theory calculations indicated that compounds with high E_HOMO, low-energy gap (ΔE = E_LUMO – E_HOMO), and low vertical ionization potential are more vulnerable to be attacked. Further anal. disclosed that the dominant ROS was the same one when treating similar types of contaminants, namely SO₄^•-, ¹O₂, ¹O₂, and ^•OH for the degradation of CBZ-like compounds, SAs, bisphenol, and triazine compounds, resp. This phenomenon may be caused by the contaminants′ structures especially the commonly shared or basic parent structures which can affect their effective reaction time and second-order rate constants with ROS, thus influencing the contribution of each ROS during its degradation Overall, the new insights gained in this study provide a basis for designing more effective AOPs to improve their practical application in wastewater treatment.

Environmental Science & Technology published new progress about 80-09-1. 80-09-1 belongs to alcohols-buliding-blocks, auxiliary class Ploymers, name is 4,4′-Sulfonyldiphenol, and the molecular formula is C11H19N, Computed Properties of 80-09-1.

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

Li, Xuan published the artcileBBr₃-Assisted Preparation of Aromatic Alkyl Bromides from Lignin and Lignin Model Compounds, Recommanded Product: 2-Phenoxy-1-phenylpropane-1,3-diol, the publication is Journal of Organic Chemistry (2018), 83(18), 11019-11027, database is CAplus and MEDLINE.

For the first time, BBr₃-assisted nucleophilic substitution was applied to a variety of β-O-4 and α-O-4 model compounds for the highly effective cleavage of different C-O bonds, including C-O_α-OH, C_β-O/C_α-O and C_Me-O bonds (<0.5 h and >99% conversion for most cases). Without any pretreatment, the substitution proceeds at room temperature in the absence of any catalyst, or additive, selectively affording phenols and important organic synthesis reagents, aromatic alkyl bromides, in high to excellent yields (up to 98%). Preliminary studies also highlight the prospect of this method for the effective cleavage of different types of C-O bonds in real lignin. A total 14 wt % yield of aromatic alkyl bromide, 4-(1,2-dibromo-3-hydroxypropyl)benzene-1,2-diol (10), has been obtained from an extracted lignin through this method.

Journal of Organic Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Recommanded Product: 2-Phenoxy-1-phenylpropane-1,3-diol.

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