Month: December 2022

Onuska, Nicholas P. R. published the artcileAnti-Markovnikov Hydroazidation of Activated Olefins via Organic Photoredox Catalysis, Synthetic Route of 22693-41-0, the publication is Synlett (2020), 31(1), 55-59, database is CAplus and MEDLINE.

Herein was disclosed a method for the anti-Markovnikov hydroazidation of activated olefins, catalyzed by an organic acridinium salt under irradiation from blue LEDs to afford (azidoalkyl)arenes such as ArCH(R)CH(R¹)N₃ [R = H, Me, Ph; R¹ = H, Me, CH₂OTBS, etc.; Ar = Ph, 2-thienyl, 2-naphthyl, etc.]. This method was applicable to a variety of substituted and terminal styrenes and several vinyl ethers, yielding synthetically versatile hydroazidation products in moderate to excellent yield.

Synlett published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Synthetic Route of 22693-41-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Bevers, Susan published the artcileNaphthalene- and Perylene-Based Linkers for the Stabilization of Hairpin Triplexes, COA of Formula: C10H25NO2Si, the publication is Journal of the American Chemical Society (2000), 122(25), 5905-5915, database is CAplus.

Planar perylene- and naphthalene-based diimide linkers can be employed to tether the Watson-Crick and the Hoogsteen strands of a DNA triplex, thus providing conjugates capable of targeting single-stranded nucleic acids with the formation of hairpin triplexes. The planar linkers are designed to bridge the terminal base triplet of the three-stranded complex and provide base-stacking interactions with all three residues. Sixteen complexes have been prepared, eight with each linker, half with RNA (R) targets and half with DNA (D) targets. The conjugate sequences are composed of two strands of DNA, two of 2′-O-Me RNA (M), or one of each. In comparison to similar complexes formed with a hexa(ethylene glycol) linker, the planar linkers enhance the T_M values for the complexes by as much as 28 ¡ãC with ¦¤G values indicating as much as 12.3 kcal/mol of stabilization relative to the simple glycol linker. All sixteen complexes have been characterized by T_M measurements and ¦¤G determinations That ¦Ð-stacking interactions are present between the linkers, and the nucleobases can be inferred from the quenching of the perylene fluorescence upon complex formation, and the observation of an absorbance vs temperature transition for the naphthalene-based linker at 383 nm and for the perylene-based linker monitored at 537 nm.

Journal of the American Chemical Society published new progress about 215297-17-9. 215297-17-9 belongs to catalysis-chemistry, auxiliary class Linker,PROTAC Linker, name is 2-(2-((tert-Butyldimethylsilyl)oxy)ethoxy)ethan-1-amine, and the molecular formula is C10H25NO2Si, COA of Formula: C10H25NO2Si.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Feldmann, Kai-Oliver published the artcileA versatile protocol for the quantitative and smooth conversion of phosphane oxides into synthetically useful pyrazolylphosphonium salts, HPLC of Formula: 4141-48-4, the publication is ChemSusChem (2011), 4(12), 1805-1812, database is CAplus and MEDLINE.

A convenient protocol for the smooth conversion of the resistant P:O bond in phosphane oxides R₂R¹P:O into a reactive P-N bond of synthetically useful pyrazolylphosphonium salts is described. A highly charged, oxophilic, phosphorus-centered trication [P₂(¦Ì-3,5-Me₂Pz)₃][OTf]₃ (1, 3,5-Me₂Pz = 3,5-dimethyl-1-pyrazolyl-N,N’) is employed as a deoxygenating reagent, and the reactions are conducted at room temperature with quant. yields. The resulting pyrazolylphosphonium cations [R₂R¹P(3,5-Me₂Pz)][OTf] (3a–g, R = Ph, Et, Bu; R₂ = CH:CMeCH₂CH₂; R¹ = Ph, Me, Et, CH₂CH:CH₂) are valuable synthetic intermediates and are used for the synthesis of a variety of organophosphorus compounds Protonation of 3a facilitates P-N-bond cleavage and reduction or substitution reactions. Triphenylphosphine may be obtained by electrochem. or LiAlH₄ reduction of 3a. Alkylation of 3a with BuLi gave the phosphonium ylide, Ph₃P:CHPr, which was used in Wittig olefination of 2-nitrobenzaldehyde. This represents a new approach towards the transformation of the rather inert phosphoryl group under very mild reaction and workup conditions and aims towards alternatives to existing reduction methods for phosphane oxide functionalization.

ChemSusChem published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, HPLC of Formula: 4141-48-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Naumann, Dieter published the artcileNew syntheses and crystal structures of bis(fluorophenyl)mercury, Hg(R_f)₂ (R_f = C₆F₅, 2,3,4,6-F₄C₆H, 2,3,5,6-F₄C₆H, 2,4,6-F₃C₆H₂, 2,6-F₂C₆H₃), Category: catalysis-chemistry, the publication is Zeitschrift fuer Anorganische und Allgemeine Chemie (2005), 631(1), 122-125, database is CAplus.

Bis(fluorophenyl)mercury compounds, Hg(R_f)₂ (R_f = C₆F₅, 2,3,4,6-F₄C₆H, 2,3,5,6-F₄C₆H, 2,4,6-F₃C₆H₂, 2,6-F₂C₆H₃), were prepared in 75-93% yields by the reactions of HgF₂ with Me₃SiR_f in DMSO at room temperature for 48 or 72 h. An attempted reaction of Me₃SiC₆F₅ with Hg₂F₂ in DMSO was unsuccessful. The crystal structures of Hg(2,3,4,6-F₄C₆H)₂ (monoclinic, P2₁/n), Hg(2,3,5,6-F₄C₆H)₂ (monoclinic, C2/n), Hg(2,4,6-F₃C₆H₂)₂ (monoclinic, P2₁/c) and Hg(2,6-F₂C₆H₃)₂ (triclinic, P1?) are described.

Zeitschrift fuer Anorganische und Allgemeine Chemie published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Platen, Tobias published the artcileSynthesis and Antibody Binding of Highly Fluorinated Amphiphilic MUC1 Glycopeptide Antigens, Recommanded Product: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, the publication is European Journal of Organic Chemistry (2011), 2011(20-21), 3878-3887, S3878/1-S3878/24, database is CAplus.

The anal. of humoral immune responses is of great importance for basic and clin. research. Mapping the structural requirements of epitope recognition with modified tumor-associated carbohydrate antigens allows both the development of biomarkers and the design of synthetic anticancer vaccines. For this purpose, double-tailed hydrocarbon/fluorocarbon membrane anchors have been prepared and conjugated to a T_N dipeptide. Furthermore, a novel hydrophobic MUC1 tandem repeat glycopeptide antigen was fully assembled on a solid support and its specific binding to different mouse anti-MUC1 antibodies was demonstrated through ELISA, QCM, and SPR measurements. Such functional fluorous MUC1 antigens are of great interest for specific glycan (micro-)array formats and allow a detailed analyses of serum antibodies obtained from immunization studies. In addition, the intriguing characteristics of fluorous surfactants, for example, their strong self-association tendency, might stimulate the use of novel fluorous-tagged antigen conjugates in the development of multivalent micellar glycopeptide vaccines.

European Journal of Organic Chemistry published new progress about 30670-30-5. 30670-30-5 belongs to catalysis-chemistry, auxiliary class Polyfluoroalkanes, name is 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, and the molecular formula is C10H6F17N, Recommanded Product: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Fener, Benjamin E. published the artcileScope and Limitations of the s-Block Metal-Mediated Pudovik Reaction, Related Products of catalysis-chemistry, the publication is Chemistry – A European Journal (2020), 26(32), 7235-7243, database is CAplus and MEDLINE.

The hydrophosphorylation of phenylacetylene with di(aryl)phosphine oxides Ar₂P(O)H (Pudovik reaction) yields E/Z-isomer mixtures of phenylethenyl-di(aryl)phosphane oxides (1). Alkali and alk.-earth metal di(aryl)phosphinites have been studied as catalysts for this reaction with increasing activity for the heavier s-block metals. The Pudovik reaction can only be mediated for di(aryl)phosphine oxides whereas P-bound alkyl and alcoholate substituents impede the P-H addition across alkynes. The demanding mesityl group favors the single-hydrophosphorylated products 1-Ar whereas smaller aryl substituents lead to the double-hydrophosphorylated products 2-Ar. Polar solvents are beneficial for an effective addition Increasing concentration of the reactants and the catalyst accelerates the Pudovik reaction. Whereas Mes₂P(O)H does not form the bis-phosphorylated product 2-Mes, activation of an ortho-Me group and cyclization occurs yielding 2-benzyl-1-mesityl-5,7-dimethyl-2,3-dihydrophosphindole 1-oxide (3).

Chemistry – A European Journal published new progress about 23897-16-7. 23897-16-7 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Dimesitylphosphine oxide, and the molecular formula is C18H23OP, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Wiedmaier-Czerny, Nina published the artcileStable isotope analysis confirms substantial changes in the fatty acid composition of bacteria treated with antimicrobial random peptide mixtures (RPMs), HPLC of Formula: 63-68-3, the publication is Scientific Reports (2022), 12(1), 11230, database is CAplus and MEDLINE.

Resistance of plant-pathogenic bacteria to classic antibiotics has prompted the search for suitable alternative antimicrobial substances. One promising strategy could be the use of purposely synthesized random peptide mixtures (RPMs). Six plant-pathogenic bacteria were cultivated and treated with two RPMs previously found to show antimicrobial activity mainly by bacterial membrane disruption. Here, we show that bacteria treated with RPMs showed partly remarkable changes in the fatty acid pattern while those unaffected did not. Quant. changes could be verified by compound specific isotope anal. of ¦Ä13C values (¡ë). This technique was employed due to the characteristic feature of stronger bonds between heavier isotopes in (bio)chem. reactions. As a proof of concept, the increase in abundance of a fatty acid group after RPM treatment was accompanied with a decrease in the 13C content and vice versa. We propose that our findings will help designing and synthesizing more selective antimicrobial peptides.

Scientific Reports published new progress about 63-68-3. 63-68-3 belongs to catalysis-chemistry, auxiliary class Natural product, name is (S)-2-Amino-4-(methylthio)butanoic acid, and the molecular formula is C20H19NO4, HPLC of Formula: 63-68-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Friedrichsen, Willy published the artcileReactions of mesoionic five-membered heterocycles with o-quinonoid compounds. IV. Mono- and tricyclic 1,3-thiazolium-4-olates, 1,3-dithiolylium-4-olates, Related Products of catalysis-chemistry, the publication is Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie (1981), 36B(5), 609-21, database is CAplus.

Monocyclic 1,3-thiazolium-4-olates I (R = H, NO₂; R¹ = Ph, p-ClC₆H₄) react with o-quinonoid compounds to give [¦Ð4 + ¦Ð4]cycloadducts II and III; tricyclic 1,3-thiazolium-4-olates IV (X = CH:CH, S) similarly yield compounds V (Z = O, PhSO₂N), which can formally be derived from a ketene tautomer. 1,3-Dithiolylium-4-olates are borderline cases; both [¦Ð4 + ¦Ð2], e.g., VI, and [¦Ð4 + ¦Ð4]adducts VII were obtained.

Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lai, Thu Hang published the artcileDevelopment of ¹⁸F-labeled radiotracers for PET imaging of the adenosine A₂A receptor: synthesis, radiolabeling and preliminary biological evaluation, COA of Formula: C17H37NO3, the publication is International Journal of Molecular Sciences (2021), 22(5), 2285, database is CAplus and MEDLINE.

The adenosine A2A receptor (A2AR) represents a potential therapeutic target for neurodegenerative diseases. Aiming at the development of a positron emission tomog. (PET) radiotracer to monitor changes of receptor d. and/or occupancy during the A2AR-tailored therapy, authors designed a library of fluorinated analogs based on a recently published lead compound (PPY). Among those, the highly affine 4-fluorobenzyl derivate (K_i(hA_2AR) = 5.3 nM) and the 2-fluorobenzyl derivate (K_i(hA_2AR) = 2.1 nM) were chosen for ¹⁸F-labeling via an alc. enhanced copper-mediated procedure starting from the corresponding boronic acid pinacol ester precursors. Investigations of the metabolic stability of compound I (R = p-¹⁸F, o-¹⁸F) in CD-1 mice by radio-HPLC anal. revealed parent fractions of more than 76% of total activity in the brain. Specific binding of I (R = o-¹⁸F)on mice brain slices was demonstrated by in vitro autoradiog. In vivo PET/magnetic resonance imaging (MRI) studies in CD-1 mice revealed a reasonable high initial brain uptake for both radiotracers, followed by a fast clearance.

International Journal of Molecular Sciences published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, COA of Formula: C17H37NO3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Rhead, W. J. published the artcileSelenium catalyzed reduction of methylene blue by thiols, COA of Formula: C18H15N3O3, the publication is Bioinorganic Chemistry (1974), 3(3), 225-42, database is CAplus and MEDLINE.

The reduction of methylene blue [61-73-4], of other reducible dyes, as well as of riboflavine [83-88-5], hemin [16009-13-5], and of vitamin B12a [13422-51-0] by thiols was catalyzed by ¦ÌM amounts of Se. The reduction of methylene blue was investigated in greater detail and exhibited a complicated dependence on the pH and the thiol concentration Alkylating agents, CN-, as well as Cd+2 or Hg+2 were inhibitory, whereas Cu2+ or Ag+ had stimulatory effects. Dithiols were more effective reducing agents than monothiols. The catalytic effects of Se in these reactions may parallel some of the functions of Se in vivo.

Bioinorganic Chemistry published new progress about 10510-54-0. 10510-54-0 belongs to catalysis-chemistry, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Inhibitor,Inhibitor, name is 5,9-Diaminobenzo[a]phenoxazin-7-ium acetate, and the molecular formula is C18H15N3O3, COA of Formula: C18H15N3O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia