Month: December 2022

Woller, Eric K. published the artcileMannose Functionalization of a Sixth Generation Dendrimer, Recommanded Product: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Biomacromolecules (2001), 2(3), 1052-1054, database is CAplus and MEDLINE.

Saccharide functionalization of fourth through sixth generation PAMAM dendrimers was carried out using a thiourea linkage occurs in high yield (77-92 %) with 85% incorporation of sugar residues. Reaction of 4-isothiocyanatophenyl α-D-mannopyranoside with amine-terminated G(4)-, G(5)-, and G(6)-PAMAMs afforded mannosylated dendrimers. Only a slight excess of the isothiocyanate (≤1.1 equiv/amine) was used. Protection of the mannose hydroxy groups was not necessary as isothiocyanates react selectively with primary amines. Dialysis against a water/ DMSO mixture using a cellulose tube (MW cutoff of 1000 g/mol) afforded the functionalized dendrimers in purified form. A widely applicable MALDI-TOF MS procedure was used for the anal. of the degree of dendrimer surface functionalization achieved.

Biomacromolecules published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C8H5F3O2S, Recommanded Product: (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol.

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

Pereira-Caro, Gema published the artcilePlasma pharmacokinetics of (poly)phenol metabolites and catabolites after ingestion of orange juice by endurance trained men, SDS of cas: 621-37-4, the publication is Free Radical Biology & Medicine (2020), 784-795, database is CAplus and MEDLINE.

The health benefits of orange juice (OJ) consumption are attributed in part to the circulating flavanone phase II metabolites and their microbial-derived ring fission phenolic catabolites. The present study investigated these compounds in the bloodstream after acute intake of 500 mL of OJ. Plasma samples obtained at 0, 1, 2, 3, 4, 5, 6, 7, 8 and 24 h after OJ intake were analyzed by HPLC-HR-MS. Eleven flavanone metabolites and 36 phenolic catabolites were identified and quantified in plasma. The main metabolites were hesperetin-3-sulfate with a peak plasma concentration (Cmax) of 80 nmol/L, followed by hesperetin-7-glucuronide (Cmax 24 nmol/L), hesperetin-3-glucuronide (Cmax 18 nmol/L) and naringenin-7-glucuronide (Cmax 21 nmol/L). Among the main phenolic catabolites to increase in plasma after OJ consumption were 3-methoxycinnamic acid-4-sulfate (Cmax 19 nmol/L), 3-hydroxy-3-(3-hydroxy-4-methoxyphenyl)propanoic acid (Cmax 20 nmol/L), 3-(3-hydroxy-4-methoxyphenyl)propanoic acid (Cmax 19 nmol/L), 3-(4-hydroxyphenyl)propanoic acid (Cmax 25 nmol/L), and 3-(phenyl)propanoic acid (Cmax 19 nmol/L), as well as substantial amounts of phenylacetic and hippuric acids. The comprehensive plasma pharmacokinetic profiles that were obtained are of value to the design of future ex vivo cell studies, aimed at elucidating the mechanisms underlying the potential health benefits of OJ consumption. This trial was registered at clinicaltrials.gov as NCT02627547.

Free Radical Biology & Medicine 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, SDS of cas: 621-37-4.

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

Punt, Philip M. published the artcileTailored Transition-Metal Coordination Environments in Imidazole-Modified DNA G-Quadruplexes, Computed Properties of 57044-25-4, the publication is Chemistry – A European Journal (2019), 25(61), 13987-13993, database is CAplus and MEDLINE.

Two types of imidazole ligands were introduced both at the end of tetramol. and into the loop region of unimol. DNA G-quadruplexes. The modified oligonucleotides were shown to complex a range of different transition-metal cations including Ni^II, Cu^II, Zn^II and Co^II, as indicated by UV/Vis absorption spectroscopy and ion mobility mass spectrometry. Mol. dynamics simulations were performed to obtain structural insight into the investigated systems. Variation of ligand number and position in the loop region of unimol. sequences derived from the human telomer region (htel) allows for a controlled design of distinct coordination environments with fine-tuned metal affinities. It is shown that Cu^II, which is typically square-planar coordinated, has a higher affinity for systems offering four ligands, whereas Ni^II prefers G-quadruplexes with six ligands. Likewise, the positioning of ligands in a square-planar vs. tetrahedral fashion affects binding affinities of Cu^II and Zn^II cations, resp. Gaining control over ligand arrangement patterns will spur the rational development of transition-metal-modified DNAzymes. Furthermore, this method is suited to combine different types of ligands, for example, those typically found in metalloenzymes, inside a single DNA architecture.

Chemistry – A European Journal 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, Computed Properties of 57044-25-4.

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

Kruger, Jacob S. published the artcileLignin Depolymerization with Nitrate-Intercalated Hydrotalcite Catalysts, Recommanded Product: 2-Phenoxy-1-phenylpropane-1,3-diol, the publication is ACS Catalysis (2016), 6(2), 1316-1328, database is CAplus.

Hydrotalcites (HTCs) exhibit multiple adjustable parameters to tune catalytic activity, including interlayer anion composition, metal hydroxide layer composition, and catalyst preparation methods. Here, we report the influence of several of these parameters on β-O-4 bond scission in a lignin model dimer, 2-phenoxy-1-phenethanol (PE), to yield phenol and acetophenone. We find that the presence of both basic and NO₃^– anions in the interlayer increases the catalyst activity by 2-3-fold. In contrast, other anions or transition metals do not enhance catalytic activity in comparison to blank HTC. The catalyst is not active for C-C bond cleavage on lignin model dimers and has no effect on dimers without an α-OH group. Most importantly, the catalyst is highly active in the depolymerization of two process-relevant lignin substrates, producing a significant amount of low-mol.-weight aromatic species. The catalyst can be recycled until the NO₃^– anions are depleted, after which the activity can be restored by replenishing the NO₃^– reservoir and regenerating the hydrated HTC structure. These results demonstrate a route to selective lignin depolymerization in a heterogeneous system with an inexpensive, earth-abundant, com. relevant, and easily regenerated catalyst.

ACS Catalysis 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

Patel, Ekta published the artcileAlternative Surfactants for Improved Efficiency of In Situ Tryptic Proteolysis of Fingermarks, Computed Properties of 85618-21-9, the publication is Journal of the American Society for Mass Spectrometry (2015), 26(6), 862-872, database is CAplus and MEDLINE.

Despite recent improvements to in situ proteolysis strategies, a higher efficiency is still needed to increase both the number of peptides detected and the associated ion intensity, leading to a complete and reliable set of biomarkers for diagnostic or prognostic purposes. In the study presented here, an extract of a systematic study is illustrated studying a range of surfactants assisting trypsin proteolytic activity. Method development was trialled on fingermarks; this specimen results from a transfer of sweat from an individual’s fingertip to a surface upon contact. As sweat carries a plethora of biomols., including peptides and proteins, fingermarks are, potentially, a very valuable specimen for non-invasive prognostic or diagnostic screening. A recent study demonstrated the opportunity to quickly detect peptides and small proteins in fingermarks using Matrix Assisted Laser Desorption Ionization Mass Spectrometry Profiling (MALDI MSP). However, intact detection bears low sensitivity and does not allow species identification; therefore, a shotgun proteomic approach was employed involving in situ proteolysis. In fingermarks, further improvements to the existing method can be achieved using MEGA-8 as surfactant in higher percentages as well as combinations of different detergents. Also, for the first time, Rapigest SF, normally used in solution digestions, has been shown to successfully work also for in situ proteolysis. [Figure not available: see fulltext.].

Journal of the American Society for Mass Spectrometry 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, Computed Properties of 85618-21-9.

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

Lyons, Amanda Jane published the artcileScaling up a C-H Borylation: Addressing the Safety Concerns of an Iridium-Catalyzed Process for Multikilo Scale Manufacture, Category: alcohols-buliding-blocks, the publication is Organic Process Research & Development (2022), 26(5), 1378-1388, database is CAplus.

Ir-catalyzed C-H borylation reactions are a rapid and versatile entry into Suzuki coupling partners, but their inherent safety issues can limit their use in large-scale manufacture The stoichiometric byproduct from this reaction, HBpin, can liberate H gas on contact with moisture in air, as well as acting as an effective borylating agent in the reaction, resulting in an addnl. pathway for the generation of H. Using a targeted, multidisciplinary approach, a C-H borylation process to generate a key intermediate in the synthesis of an API was redesigned in preparation for large-scale manufacture Through careful evaluation of the existing process and the use of high-throughput experimentation, PAT techniques, NMR, process safety experimentation, and process engineering, the process was constructed so that inherent risks associated with this reaction were minimized and contained to a final controlled quench of the reactive byproducts of the reaction. The final process was transferred to a manufacturing facility, delivering >70 kg of the borylated product over two batches.

Organic Process Research & Development published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Category: alcohols-buliding-blocks.

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

Robichaud, David J. published the artcileDetermining the effects of concerted elimination reactions in the pyrolysis of lignin using model compounds, COA of Formula: C15H16O3, the publication is Preprints of Symposia – American Chemical Society, Division of Fuel Chemistry (2012), 57(1), 1038, database is CAplus.

Lignin pyrolysis is a significant impediment in forming liquid fuel from biomass. Lignin pyrolyzes at a higher temperature than other biomass components (ie cellulose and hemicellulose) and tends to form radicals which lead to crosslinking and ultimately char formation. A primary step in advancing biomass-to-fuel technol. will be to discover mechanisms that can disassemble lignin at lower temperatures and depolymerize lignin into more stable products. We have studied the thermochem. of the various inter-linkage units found in lignin (β-O4, α-O4, β-β, β-O5, etc.) using electronic structure calculations at the M06-2x/6-311++G(d,p) on a series of dimer model compounds In addition to the usually-assumed bond homolysis reactions, we have studied a variety of concerted elimination pathways that will tend to produce closed-shell stable products. Such a bottom-up approach could aid in the targeted development of catalysts that produce more desirable products under less severe reactor conditions.

Preprints of Symposia – American Chemical Society, Division of Fuel 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, COA of Formula: C15H16O3.

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

Robichaud, David J. published the artcileDetermining the effects of concerted elimination reactions in the pyrolysis of lignin using model compounds, Related Products of alcohols-buliding-blocks, the publication is Preprints of Symposia – American Chemical Society, Division of Fuel Chemistry (2012), 57(1), 174, database is CAplus.

Lignin pyrolysis occurs over a very broad temperature range at much higher temperatures compared with pyrolysis of the other two primary components of biomass (cellulose and hemicellulose). Due to the higher temperatures required to deconstruct the lignin polymer it promotes the formation of radicals that can lead to excessive char formation due to cross linking and forms more reactive products. It is therefore advantageous to discover new catalytic pathways that can disassemble lignin at lower temperatures, forming more stable products improving the yields of hydrocarbons, and generating less particulate material. This study investigated the thermochem. of the lignin linkage units using ab initio calculations on dimeric model compounds Quantum mech. electronic structure calculations were used to compare the energies of the competing decomposition pathways for the dimer compounds and to estimate the rates of the reactions. The theor. calculations indicated that concerted elimination pathways dominate over bond homolysis reactions under typical pyrolysis conditions. However, this does not mean that concerted elimination will be the dominant loss process for lignin. Bimol. radical chem. could very well dwarf the unimol. pathways investigated in this study. These concerted pathways tend to form stable, reasonably non-reactive products that would be more suited producing a fungible bio-oil for the production of liquid transportation fuels.

Preprints of Symposia – American Chemical Society, Division of Fuel 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, Related Products of alcohols-buliding-blocks.

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

Travassos, Ana Rita published the artcileNon-fragrance allergens in specific cosmetic products, Category: alcohols-buliding-blocks, the publication is Contact Dermatitis (2011), 65(5), 276-285, database is CAplus and MEDLINE.

Objectives. Reports about the nature of the ingredients responsible for allergic contact dermatitis caused by specific cosmetic products are scarce. Methods. Between Jan. 2000 and Dec. 2010, the specific cosmetic products having caused allergic contact dermatitis, as well as the individual allergenic cosmetic ingredients present in them, were recorded by use of a standardized form. Results. Among 11 different categories of cosmetic product, skin care products, followed by hair care and body-cleansing products, were most often involved. The presence of the allergenic ingredient(s) in a specific cosmetic product was confirmed according to the ingredient label in 959 of 1448 records. Six hundred and twenty-one of 959 concerned non-fragrance components, preservatives being responsible for 58% of them. Reactions to formaldehyde and formaldehyde-releasers were most often correlated with body-cleansing products, particularly 2-bromo-2-nitropropane-1,3-diol and skin care products. They were followed by the methylchloroisothiazolinone/methylisothiazolinone mixture, most frequently found as allergens in hair care and intimate hygiene products, and facial cleansers (in the last category together with diazolidinyl urea). Octocrylene was by far the most frequent (photo)allergen in sun care products. Conclusions. This study provides information on the presence and frequency of allergens in specific causal cosmetic products.

Contact Dermatitis published new progress about 70445-33-9. 70445-33-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is 3-((2-Ethylhexyl)oxy)propane-1,2-diol, and the molecular formula is C20H28B2O4S2, Category: alcohols-buliding-blocks.

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

Varga, Vojtech published the artcileEvaluation of the Oxygen π-Donation in Permethyltitanocene Silanolates and Alcoholates, Application of Triisopropylsilanol, the publication is Organometallics (2009), 28(6), 1748-1757, database is CAplus.

[Cp^*₂Ti(III)OR’] where R’ is ⁱPr₃Si (2), Ph₃Si (3), (^tBuO)₃Si (4), (c-C₅H₉)₇Si₈O₁₂ (5), and ^tBu (6) were prepared by protolysis of the Ti-methylene bond in singly tucked-in permethyltitanocene [Cp^*Ti(III)(η⁵:η¹-C₅Me₄CH₂)] with the resp. silanols or tert-BuOH. Their electronic transitions from the ground-state mols. to their 1st excited states (dominantly a 1a₁ → b₂ transition) occur in the range 1300-1800 nm, originating from π-donation from O lone pair electrons to the Ti-O bond (as found by Andersen et al. J. Am. Chem. Soc. 1996, 118, 1719). The x-ray crystal structures of 2–4 and 6 revealed that steric effects of substituents R’ change the geometry of the titanocene moiety only negligibly. DFT calculations of the 1a₁ → b₂ transition for optimized structures of 2, 4, 6, [Cp^*₂Ti(III)OH] (7), and [Cp^*₂Ti(III)OMe] (8) reproduced the dependence of exptl. λ(1a₁ → b₂) on electron donation/attraction properties of R’ and revealed that the decrease of the O π-donation is accompanied with an increase in neg. natural charge on the OR’ group. The observed increase of λ_exp(1a₁ → b₂) in the order of substituents R’, Me < ^tBu < H < Ph < SiⁱPr₃ < SiPh₃ approx. Si(O^tBu)₃ < (c-C₅H₉)₇Si₈O₁₂ (SIPOSS cluster), thus indicates the decrease of Ti-O π-interaction with an increased polarity of the Ti-O bond. The DFT calculations of 7 with the naturally bent and collinear Ti-O-H conformation showed only a small effect of bending on the O π-donation.

Organometallics published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C19H17N2NaO4S, Application of Triisopropylsilanol.

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