Tag: M.W=450-500

Schaetti, J. published the artcileTailoring the volatility and stability of oligopeptides, Related Products of catalysis-chemistry, the publication is Journal of Mass Spectrometry (2017), 52(8), 550-556, database is CAplus and MEDLINE.

Amino acids are essential building blocks of life, and fluorinated derivatives have gained interest in chem. and medicine. Modern mass spectrometry has enabled the study of oligo- and polypeptides as isolated entities in the gas phase, but predominantly as singly or even multiply charged species. While laser desorption of neutral peptides into adiabatically expanding supersonic noble gas jets is possible, UV-VIS spectroscopy, elec. or magnetic deflectometry as well as quantum interferometry would profit from the possibility to prepare thermally slow mol. beams. This has typically been precluded by the fragility of the peptide bond and the fact that a peptide would rather ‘fry’, i.e. denature and fragment than ‘fly’. Here, we explore how tailored perfluoroalkyl functionalization can reduce the intermol. binding and thus increase the volatility of peptides and compare it to previously explored methylation, acylation and amidation of peptides. We show that this strategy is essential and enables the formation of thermal beams of intact neutral tripeptides, whereas only fragments were observed for an extensively fluoroalkyl-decorated nonapeptide.

Journal of Mass Spectrometry 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, Related Products of 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

Svoboda, Jiri published the artcileThiourea-enhanced flavin photooxidation of benzyl alcohol, Safety of 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, the publication is Chemistry – A European Journal (2008), 14(6), 1854-1865, database is CAplus and MEDLINE.

Upon irradiation, flavin oxidizes 4-methoxybenzyl alc. to the corresponding aldehyde using aerial O₂ as the terminal oxidant. We have observed that this reaction is significantly accelerated by the presence of thiourea. A series of thiourea-functionalized flavins has been prepared from flavin isothiocyanates and their photocatalytic efficiencies have been monitored by NMR. The alc. photooxidation proceeds rapidly and cleanly with high turnover numbers of up to 580, exceeding previously reported performances. A likely mechanistic rationale for the more than 30-fold acceleration of the photo-redox reaction by thiourea has been derived from spectroscopic, electrochem., and kinetic studies. Thus, thiourea acts as an electron-transfer mediator for the initial photooxidation of 4-methoxybenzyl alc. by the excited flavins. This mechanism has similarities to electron-relay mechanisms in flavoenzymes, for which cysteine sulfenic acid intermediates are proposed. The observation that thiourea mediates flavin photo-redox processes is valuable for the design of more sophisticated photocatalysts based on Nature’s best redox chromophore.

Chemistry – A European Journal 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 C10H10O6, Safety of 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

Buitrago Santanilla, Alexander published the artcileNanomole-scale high-throughput chemistry for the synthesis of complex molecules, HPLC of Formula: 1237588-12-3, the publication is Science (Washington, DC, United States) (2015), 347(6217), 49-53, database is CAplus and MEDLINE.

At the forefront of new synthetic endeavors, such as drug discovery or natural product synthesis, large quantities of material are rarely available and timelines are tight. A miniaturized automation platform enabling high-throughput experimentation for synthetic route scouting to identify conditions for preparative reaction scale-up would be a transformative advance. Because automated, miniaturized chem. is difficult to carry out in the presence of solids or volatile organic solvents, most of the synthetic toolkit cannot be readily miniaturized. Using palladium-catalyzed cross-coupling reactions as a test case, we developed automation-friendly reactions to run in DMSO at room temperature This advance enabled us to couple the robotics used in biotechnol. with emerging mass spectrometry-based high-throughput anal. techniques. More than 1500 chem. experiments were carried out in less than a day, using as little as 0.02 mg of material per reaction. The synthesis of the target compounds was achieved using as starting materials N-(1,1-dimethylethyl)-4′-[(6-iodo-4-oxo-2-propyl-3(4H)-quinazolinyl)methyl][1,1′-biphenyl]-2-sulfonamide, (5R)-3-(3-fluoro-4-iodophenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-2-oxazolidinone, 7-[(3-bromo-4-methoxyphenyl)methyl]-1-ethyl-3,7-dihydro-8-[[(1R,2R)-2-hydroxycyclopentyl]amino]-3-(2-hydroxyethyl)-1H-purine-2,6-dione. Other reactants included (3R,4S)-3-[[[[3-bromo-5-(3-methoxypropyl)-4-methylphenyl]methyl]cyclopropylamino]carbonyl]-4-(1,2-dihydro-1-methyl-2-oxo-4-pyridinyl)-1-piperidinecarboxylic acid 1,1-dimethylethyl ester, 1-[(4-chlorophenyl)methyl]-3-[(1,1-dimethylethyl)thio]-5-(3-isoquinolinylmethoxy)-¦Á,¦Á-dimethyl-1H-indole-2-propanoic acid Me ester. Amine reactants included 1-piperazinecarboxylic acid Et ester, 1-(aminomethyl)cyclopropanecarboxylic acid ester, carbamic acid 1,1-dimethylethyl ester, 4-fluoro-2-pyridinamine, 2-thiophenesulfonamide, 2-(dimethylamino)acetamide, cyclopropanecarboximidamide, 1-methly-1H-pyrazole-2-ethanol, 2-cyano-N,N-dimethylacetamide, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 2-(ethynyl)pyrazine. A series of catalysts and reagents was evaluated.

Science (Washington, DC, United States) published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, HPLC of Formula: 1237588-12-3.

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

Firestone, Raymond A. published the artcileLysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells, Safety of 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, the publication is Journal of Medicinal Chemistry (1982), 25(5), 539-44, database is CAplus and MEDLINE.

Bioactive primary and secondary amines, when acylated with the Z-Gly-Phe group, were transported into pinocytic cells, such as macrophages, P-815 mastocytoma, SV-40 3T3, and leukemia 1210, much faster than the parent compounds Amines, such as lysomotropic detergents (which are cytotoxic compounds, designed as anticancer agents, acting by selectively rupturing the membranes of liposomes) and nitrogen mustard, which are deactivated by acylation, are unmasked by enzymic action intracellularly, probably in lysosomes because an acidic pH maximum in activity exists which acts only on the L isomer. The added polarity and mol. weight brought about by acylation prevents the amines’ normally facile entry into cells by simple diffusion, restricting it to an active-transport mechanism.

Journal of Medicinal 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, Safety of 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

Firestone, Raymond A. published the artcileSelective delivery of cytotoxic compounds to cells by the LDL pathway, HPLC of Formula: 30670-30-5, the publication is Journal of Medicinal Chemistry (1984), 27(8), 1037-43, database is CAplus and MEDLINE.

Cytotoxic compounds were prepared for reconstitution with LDL (low-d. lipoproteins) to be delivered to cancer cells that internalize LDL, and evaluated by measuring the toxicity of reconstituted LDL toward test cells, SV-589 (SV-40 transformed human fibroblasts) bearing LDL receptors. Selectivity was determined by comparison, either with mutant cells with few LDL receptors, or with reconstituted methylated LDL (not recognized by LDL receptors) or normal cells. N-[[[4-(3¦Â–(Oleoyloxy)androst-5-en-17¦Â-yl]pentyl]oxy]carbonyl]-N,N-bis(2-chloroethyl)amine (I) [90343-98-9] reconstituted well and was delivered exclusively via the LDL pathway in amounts capable of killing 100% cells.

Journal of Medicinal 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, HPLC of Formula: 30670-30-5.

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

Lundgren, Rylan J. published the artcileA P,N-Ligand for Palladium-Catalyzed Ammonia Arylation: Coupling of Deactivated Aryl Chlorides, Chemoselective Arylations, and Room Temperature Reactions, HPLC of Formula: 1237588-12-3, the publication is Angewandte Chemie, International Edition (2010), 49(24), 4071-4074, S4071/1-S4071/99, database is CAplus and MEDLINE.

An air-stable P,N-ligand (I), that advances the scope and utility of palladium-catalyzed ammonia cross-coupling reactions, was developed. A variety of aryl chloride and aryl tosylate substrates can be coupled efficiently, most notably electron-rich species lacking ortho-substitution under a range of conditions. The unique preference for ammonia coupling when using Pd/I mixtures can be exploited in unprecedented chemoselective arylations, and for the first time, the room temperature palladium-catalyzed cross-coupling of ammonia has been achieved.

Angewandte Chemie, International Edition published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, HPLC of Formula: 1237588-12-3.

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

Ji, Kegong published the artcileGold-catalyzed regioselective oxidation of propargylic carboxylates: a reliable access to ¦Á-carboxy-¦Á,¦Â-unsaturated ketones/aldehydes, Application In Synthesis of 1237588-12-3, the publication is Beilstein Journal of Organic Chemistry (2013), 1925-1930, 6 pp., database is CAplus and MEDLINE.

Gold-catalyzed intermol. oxidation of carboxylates of primary or secondary propargylic alcs. are realized with excellent regioselectivity, which is ascribed to inductive polarization of the C-C triple bond by the electron-withdrawing carboxy group. The gold carbene intermediates thus generated undergo selective 1,2-acyloxy migration over a 1,2-C-H insertion, and the selectivities could be dramatically improved using a P,S-bidentate ligand, which is proposed to enable the formation of tris-coordinated and hence less electrophilic gold carbene species. ¦Á-Carboxy ¦Á,¦Â-unsaturated ketones/aldehydes can be obtained with fair to excellent yields.

Beilstein Journal of Organic Chemistry published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Application In Synthesis of 1237588-12-3.

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

Szonyi, F. published the artcileNew methods of preparation of 2-(perfluoroalkyl)ethylamines, Related Products of catalysis-chemistry, the publication is Journal of Fluorine Chemistry (1991), 55(1), 85-92, database is CAplus.

(Perfluoroalkyl)ethyl azides R_fCH₂CH₂N₃ (R_f = perfluoroethyl, -butyl, –n-hexyl, or –n-octyl) were reduced to the corresponding amines by 4 methods, i.e., Ph₃P/NH₄OH, N₂H₄.H₂O/Raney Ni, NaBH₄ under phase-transfer conditions, or Zn/AcOH.

Journal of Fluorine 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 C11H15NO2, Related Products of catalysis-chemistry.

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

Porcherie, Olivier published the artcileDirect syntheses using a fluorinated surfactant of silicas containing organofluorinated groups, Formula: C10H6F17N, the publication is New Journal of Chemistry (2005), 29(4), 538-543, database is CAplus.

Direct syntheses of silicas containing organofluorinated groups have been achieved by co-condensation of tetraethylorthosilicate (TEOS) and a organofluorinated triethoxysilane, R_F(CH₂)₂Si(OEt)₃ [R_F = CF₃(CF₂)₅ or CF₃], in the presence of either the neutral fluorinated surfactant n-CF₃(CF₂)₇(CH₂)₂NH₂ or the cationic one, n-CF₃(CF₂)₇(CH₂)₂NMe₃⁺I^–. Microporous silica with a wormhole structure containing the C₈ fluorinated chain was obtained in the presence of the nonionic surfactant. It was shown that the use of fluorinated surfactants allows the incorporation of an amount of (fluorinated) chains located in the channel pores that is superior to that obtained by using a hydrogenated surfactant. The cationic surfactant used under acidic conditions allowed the incorporation of only a low amount of the C₈ fluorinated chain, leading to a poorly structured material. In contrast, a mesoporous silica containing the CF₃(CH₂)₂ group and showing a hexagonal arrangement was obtained under the same exptl. conditions.

New Journal of 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, Formula: C10H6F17N.

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