Month: December 2022

Sansenya, Sompong published the artcileThe crystal structure of rice (Oryza sativa L.) Os4BGlu12, an oligosaccharide and tuberonic acid glucoside-hydrolyzing β-glucosidase with significant thioglucohydrolase activity, Computed Properties of 85618-21-9, the publication is Archives of Biochemistry and Biophysics (2011), 510(1), 62-72, database is CAplus and MEDLINE.

Rice Os4BGlu12, a glycoside hydrolase family 1 (GH1) β-glucosidase, hydrolyzes β-(1,4)-linked oligosaccharides of 3-6 glucosyl residues and the β-(1,3)-linked disaccharide laminaribiose, as well as certain glycosides. The crystal structures of apo Os4BGlu12, and its complexes with 2,4-dinitrophenyl-2-deoxy-2-fluoroglucoside (DNP2FG) and 2-deoxy-2-fluoroglucose (G2F) were solved at 2.50, 2.45 and 2.40 Å resolution, resp. The overall structure of rice Os4BGlu12 is typical of GH1 enzymes, but it contains an extra disulfide bridge in the loop B region. The glucose ring of the G2F in the covalent intermediate was found in a ⁴C₁ chair conformation, while that of the non-covalently bound DNP2FG had a ¹S₃ skew boat, consistent with hydrolysis via a ⁴H₃ half-chair transition state. The position of the catalytic nucleophile (Glu393) in the G2F structure was more similar to that of the Sinapsis alba myrosinase G2F complex than to that in covalent intermediates of other O-glucosidases, such as rice Os3BGlu6 and Os3BGlu7 β-glucosidases. This correlated with a significant thioglucosidase activity for Os4BGlu12, although with 200- to 1200-fold lower k_cat/K_m values for S-glucosides than the comparable O-glucosides, while hydrolysis of S-glucosides was undetectable for Os3BGlu6 and Os3BGlu7.

Archives of Biochemistry and Biophysics 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

Sunayama, Hirobumi published the artcileFluorescent protein-imprinted polymers capable of signal transduction of specific binding events prepared by a site-directed two-step post-imprinting modification, Safety of (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(11), 1347-1349, database is CAplus and MEDLINE.

Protein recognition polymers capable of highly specific transduction of protein binding events into fluorescence change were prepared by mol. imprinting in conjunction with a newly developed two-step post-imprinting chem. modification of functional groups located within the protein recognition cavity.

Chemical Communications (Cambridge, United Kingdom) 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 C18H10, Safety of (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

Campbell, Curt B. published the artcileAmberlyst-15-catalyzed alkylation of phenolics with branched alkenes. Rearrangement of tert-alkylphenols and catechols to sec-alkyl isomers, HPLC of Formula: 1139-46-4, the publication is Industrial & Engineering Chemistry Research (1990), 29(4), 642-7, database is CAplus.

Alkylation of PhOH or catechol with olefins capable of forming tert-alkylcarbonium ions, catalyzed by Amberlyst 15, gave the corresponding tert-alkylphenols at 25-130°, with higher temperatures favoring the para isomer. Alkylations at 140-150° unexpectedly gave sec-alkylphenols, with both ortho and para isomers being formed in almost equal amounts The driving force of the reaction appeared to be the low stability of the tert-alkylphenols, leading to reversibility of the alkylation reaction. The rearrangement of tert-alkylphenols to sec-alkylphenols was favored when the tert-alkyl substituent was C_>4.

Industrial & Engineering Chemistry 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 C14H22O2, HPLC of Formula: 1139-46-4.

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

Miyamoto, Akihiko published the artcileLatent-image bleaching in color development, HPLC of Formula: 903-19-5, the publication is Nippon Shashin Gakkaishi (1981), 44(4), 342-5, database is CAplus.

Latent-image bleaching (LIB) in color development was studied using a monodisperse S-sensitized Ag(Br,Cl) emulsion and nondiffusible hydrophobic color couplers. LIB in color development is caused by a local increase in the concentrations of oxidized developing agent and Br^–. LIB influences the characteristic curve mainly in the region from middle ds. to higher ones. The dependences of LIB on the type of coupler and the color developing agent were studied. LIB was observed with CD-3 and CD-4 but not with CD-2. LIB is also influenced by the pH and Br^– concentration of the color developer and also by the presence of a quinonediimine scavenger.

Nippon Shashin Gakkaishi published new progress about 903-19-5. 903-19-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 2,5-Bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol, and the molecular formula is C22H38O2, HPLC of Formula: 903-19-5.

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

Kimura, Kazue published the artcileFluorescence-Based High-Throughput Salt Screening, Formula: C11H8O3, the publication is Journal of Pharmaceutical Sciences (Philadelphia, PA, United States) (2018), 107(7), 1870-1878, database is CAplus and MEDLINE.

The present study reports a high-throughput screening method for the salt formation of amine-containing active pharmaceutical ingredients (APIs) based on fluorescence measurements. A free form amine API was alkynylated by a solid-vapor reaction using propargyl bromide, and a fluorescent compound was produced by a subsequent reaction using 9-azidomethylanthracene. In contrast, salts were inert to propargyl bromide; thus, no fluorescence was observed Samples for salt screening were prepared by grinding haloperidol with various counter acids, and these mixtures were derivatized in a 96-well microplate to determine whether the salt formation had occurred between haloperidol and the counter acids. Samples that turned into fluorescent and nonfluorescent were confirmed to be free form and salt form, resp., using powder X-ray diffraction and Raman spectroscopy. In conclusion, our method adequately functions as an indicator of the salt formation of amine APIs. Further, this method allows for the rapid evaluation of the salt formation of APIs using 96-well microplates without the need for special reagents or techniques; thus, it is valuable for the discovery of an optimal salt form of newly developed amine APIs in the pharmaceutical industry.

Journal of Pharmaceutical Sciences (Philadelphia, PA, United States) 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, Formula: C11H8O3.

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

Klunder, Janice M. published the artcileArenesulfonate derivatives of homochiral glycidol: versatile chiral building blocks for organic synthesis, COA of Formula: C6H9N3O2S, the publication is Journal of Organic Chemistry (1989), 54(6), 1295-304, database is CAplus.

The preparation of a series of crystalline arenesulfonate derivatives of enantiomerically enriched glycidol is described. The enhancement of optical purity by recrystallization was particularly successful for two of these derivatives, glycidyl tosylate and glycidyl 3-nitrobenzenesulfonate, which were obtained in 97% ee and 99% ee, resp. Very high regioselectivity was observed in the reactions of these compounds with a variety of nucleophiles, including aryl oxides, Et₂AlCN, organometallic reagents, and BH₃-NaBH₄. The application of this methodol. to the synthesis of homochiral β-adrenergic blocking agents and homochiral terminal epoxides is discussed.

Journal of Organic Chemistry published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C6H9N3O2S, COA of Formula: C6H9N3O2S.

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

Fukuda, K. published the artcileMicroemulsion formed by alkyl polyglucoside and an alkyl glycerol ether with weakly charged films, Quality Control of 70445-33-9, the publication is Colloids and Surfaces, B: Biointerfaces (2001), 20(2), 129-135, database is CAplus and MEDLINE.

We have studied the effects on phase equilibrium of a nonionic surfactant mixture-water-oil system when replacing small amount of surfactant mols. by ionic surfactant, sodium dodecyl sulfate (SDS). The nonionic surfactant system contains dodecyl-β-D-maltoside (C₁₂AG2) and isooctyl glyceryl ether (i-C₈GE) as cosurfactant, water and cyclohexane at constant water to oil ratio of 60/40 (weight/weight). Adding a small amount of SDS has large impact on the phase behavior. Clear liquid crystalline phase and upper microemulsion phase are added to the phase sequence at high i-C₈GE/(C₁₂AG2+i-C₈GE) ratio. We also compare the phase equilibrium of pure dodecyl maltoside system with polyglucosides mixture system.

Colloids and Surfaces, B: Biointerfaces 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 C11H24O3, Quality Control of 70445-33-9.

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

Shah, Deep B. published the artcileEffect of Anion Size on Conductivity and Transference Number of Perfluoroether Electrolytes with Lithium Salts, Application of 2,2′-((Perfluoroethane-1,2-diyl)bis(oxy))bis(2,2-difluoroethanol), the publication is Journal of the Electrochemical Society (2017), 164(14), A3511-A3517, database is CAplus.

Mixtures of perfluoropolyethers (PFPE) and Li salts with fluorinated anions are a new class of electrolytes for Li batteries. Unlike conventional electrolytes wherein electron-donating O groups interact primarily with the Li cations, the properties of PFPE-based electrolytes appear to be dependent on interactions between the fluorinated anions and the fluorinated backbones. We study these interactions by examining a family of Li salts wherein the size of the fluorinated anion is systematically increased: Li bis(fluorosulfonyl)imide (LiFSI), bis(trifluoromethanesulfonyl)imide (LiTFSI) salts and Li bis(pentafluoroethanesulfonyl)imide (LiBETI). Two short chain perfluoroethers (PFE), one with 3 repeat units, C6-DMC, and another with four repeat units, C8-DMC were studied; both systems have di-Me carbonate end groups. We find that LiFSI provides the highest conductivity in both C6-DMC and C8-DMC. These systems also present the lowest interfacial resistance against Li metal electrodes. The steady-state transference number (t⁺_ss) was >0.6 for all of the electrolytes and was an increasing function of anion size. The product of conductivity and the steady-state transference number, a convenient measure of the efficacy of the electrolytes for Li battery applications, exhibited a maximum at ∼20 weight% salt in all electrolytes. Amongst the systems studied, LiFSI/PFE mixtures were the most efficacious electrolytes.

Journal of the Electrochemical Society published new progress about 129301-42-4. 129301-42-4 belongs to alcohols-buliding-blocks, auxiliary class Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2,2′-((Perfluoroethane-1,2-diyl)bis(oxy))bis(2,2-difluoroethanol), and the molecular formula is C15H21BO2, Application of 2,2′-((Perfluoroethane-1,2-diyl)bis(oxy))bis(2,2-difluoroethanol).

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

Huang, Jin published the artcileSimple Approach to Macrocyclic Carbonates with Fast Polymerization Rates and Their Polymer-to-Monomer Regeneration, HPLC of Formula: 111-29-5, the publication is Macromolecules (Washington, DC, United States) (2022), 55(2), 608-614, database is CAplus.

Designing polymeric materials for closed-loop material streams is the key to achieving a circular society. Here, a library of macrocyclic carbonates (MCs) was designed by a facile and direct one-pot, two-step synthesis approach without the use of a solvent at a 10 g scale. We demonstrate that anionic polymerization with tert-butoxide enables the ultrafast ring-opening polymerization (ROP) of MCs with high conversion (>97%) within seconds (3-10 s) at ambient temperature The polymerization rate depends on the odd or even number of methylene groups between the carbonate linkages in the MCs, and not the overall ring size, yielding an “odd-even” effect. This polymerization rate is related to the difference in mol. conformation of the MCs, as determined by X-ray crystallog. The polymers (polypenta-, hexa-, heptamethylene carbonate) were subsequently regenerated back to their original MCs at a high selectivity (95-99 mol %) and good yields (70-85%), hence taking a step toward closing the loop on these long alkyl chain polycarbonates.

Macromolecules (Washington, DC, United States) 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 C5H12O2, HPLC of Formula: 111-29-5.

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

Petrotchenko, Evgeniy V. published the artcileIsotopically coded cleavable cross-linker for studying protein-protein interaction and protein complexes, SDS of cas: 70539-42-3, the publication is Molecular and Cellular Proteomics (2005), 4(8), 1167-1179, database is CAplus and MEDLINE.

An emerging approach for studying protein-protein interaction in complexes is the combination of chem. crosslinking and mass spectrometric anal. of the cross-linked peptides (cross-links) obtained after proteolysis of the complex. This approach, however, has several challenges and limitations, including the difficulty of detecting the cross-links, the potential interference from noninformative “cross-linked peptides” (dead end and intrapeptide cross-links), and unambiguous identification of the cross-links by mass spectrometry. Thus, the authors have synthesized an isotopically coded ethylene glycol bis(succinimidylsuccinate) derivate (D₁₂-EGS), which contains 12 deuterium atoms for easy detection of cross-links when applied in a 1:1 mixture with its H₁₂ counterpart and is also cleavable for releasing the cross-linked peptides allowing unambiguous identification by MS sequencing. Moreover, hydrolytic cleavage permits rapid distinguishing between different types of cross-links. Cleavage of a dead end cross-link produces a doublet with peaks 4.03 Da apart, with the lower peak appearing at a mol. mass 162 Da lower than the mass of the H₁₂ form of the original cross-linked peptide. Cleavage of an intrapeptide cross-link leads to a doublet 8.05 Da apart and 62 Da lower than the mol. mass of the H₁₂ form of the original cross-linked peptide. Cleavage of an interpeptide cross-link forms a pair of 4.03-Da doublets, with the lower mass member of each pair each shifted up from its unmodified mol. weight by 82 Da because of the attached portion of the cross-linker. All of this information has been incorporated into a software algorithm allowing automatic screening and detection of cross-links and cross-link types in matrix-assisted laser desorption/ionization mass spectra. In summary, the ease of detection of these species through the use of an isotopically coded cleavable cross-linker and the authors’ software algorithm, followed by mass spectrometric sequencing of the cross-linked peptides after cleavage, has been shown to be a powerful tool for studies of multi-component protein complexes.

Molecular and Cellular Proteomics 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, SDS of cas: 70539-42-3.

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