Category: 42872-30-0

Bauer, R. published the artcileEnantioselective hydrolysis of racemic 2-phenylpropionitrile and other (R,S)-2-arylpropionitriles by a new bacterial isolate, Agrobacterium tumefaciens strain d3, COA of Formula: C16H13NO, the main research area is Agrobacterium phenylpropionitrile arylpropionitrile enantioselective hydrolysis; nitrile hydratase enantioselectivity Agrobacterium; amidase enantioselectivity Agrobacterium.

Bacteria were enriched from soil samples with succinate as C source and racemic 2-phenylpropionitrile as sole N source. One of the isolates, strain d3, converted (R,S)-2-phenylpropionitrile with high enantioselectivity to (S)-2-phenylpropionic acid. Strain d3 was identified as Agrobacterium tumefaciens. Resting cells hydrolyzed 2-phenylpropionitrile via 2-phenylpropionamide to 2-phenylpropionic acid. Racemic 2-phenylpropionitrile as well as 2-phenylpropionamide were converted to (S)-2-phenylpropionic acid with an enantiomeric excess >96%. The nitrile hydratase and the amidase preferentially both converted the S enantiomer of their resp. substrates. These 2 enzymes were induced in the presence of (R,S)-2-phenylpropionitrile but only in the absence of NH3. In addition to 2-phenylpropionitrile, strain d3 utilized various aliphatic and aromatic nitriles as N sources. Resting cells of strain d3 also converted (R,S)-2-phenylbutyronitrile, ibuprofen nitrile, ketoprofen nitrile, and α-aminophenylacetonitrile with high enantioselectivity. The nitrile- and amide-converting enzyme activities were also found in cell-free extracts

Applied Microbiology and Biotechnology published new progress about Rhizobium radiobacter. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, COA of Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yamamoto, Keizou published the artcileProduction of R-(-)-ketoprofen from an amide compound by Comamonas acidovorans KPO-2771-4, Synthetic Route of 42872-30-0, the main research area is ketoprofen isomer manufacture Comamonas; amidase ketoprofen forming stereospecificity Comamonas.

R-(-)-ketoprofen (I) was produced from racemic 2-(3′-benzoylphenyl)propionamide (keto-amide) by the isolated bacterial strain C. acidovorans KPO-2771-4. Sodium fumarate as the C source and 2-azacyclononanone or isobutyronitrile as the enhancer in the culture medium were effective for bacterial growth and the enhancement of I-producing activity. I produced from the keto-amide by resting cells was present in 99% enantiomeric excess. C. acidovorans KPO-2771-4 has an R-enantioselective amidase for keto-amide because the purified amidase from the bacterium hydrolyzed keto-amide, producing optically pure I and NH3.

Applied and Environmental Microbiology published new progress about Comamonas acidovorans. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Synthetic Route of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wegman, M. A. published the artcileHydrolysis of D,L-phenylglycine nitrile by new bacterial cultures, Category: nitriles-buliding-blocks, the main research area is bacterial enantiomeric hydrolysis phenylglycine nitrile.

Bacterial cultures were screened for nitrile hydratase/amidase activity towards phenylglycine nitrile. Various strains were obtained, which harbored a nonselective nitrile hydratase and an extremely L-selective amidase. A highly active strain, identified as a Rhodococcus sp. was cultured with different nitriles as the sole source of nitrogen. The growth rate of the cells was not influenced by the structure of the nitriles, but the effect on the specific activity of the nitrile hydratase was significant. The best result was obtained with the cells grown on 2-methyl-3-butenenitrile. Hydrolysis of D,L-phenylglycine nitrile catalyzed by this culture gave D-phenylglycine amide in 48% yield and >99% ee and L-phenylglycine in 52% yield and 97% ee.

Journal of Molecular Catalysis B: Enzymatic published new progress about Enzymic kinetic resolution. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Stolz, Andreas published the artcileEnantioselective nitrile hydratases and amidases from different bacterial isolates, Computed Properties of 42872-30-0, the main research area is enantioselective nitrile hydratase amidase Rhodococcus Agrobacterium.

Different enrichment cultures were performed using various nitriles as sole source of nitrogen, succinate or a mixture of sugars as carbon sources and soil samples as inocula. It was attempted to obtain a relationship between the selective nitrogen source and the enzyme systems which were synthesized by the isolates, the enzyme specificities, and enzyme enantioselectivities. Various strains were obtained which harbored enantioselective nitrilases, nitrile-hydratases or amidases. The enantioselective amidase from the isolate Rhodococcus erythropolis MP50 and the enantioselective nitrile hydratase from Agrobacterium tumefaciens d3 were studied in greater detail. The purified amidase from R. erythropolis MP50 hydrolyzed 2-phenylpropionamide, naproxen amide and ketoprofen amide with enantiomeric excesses (ee)>99% up to 49% conversion of the resp. substrates. In the presence of hydroxylamine, the amidase also formed the corresponding hydroxamates enantioselectively. These chiral hydroxamates could be chem. converted by a Lossen rearrangement into chiral amines. The partially purified nitrile hydratase from A. tumefaciens d3 converted 2-phenylbutyronitrile and ketoprofen nitrile to the corresponding S-amides with ee values>90% at 30% conversion of the resp. substrate.

Journal of Molecular Catalysis B: Enzymatic published new progress about Alcaligenes (strain NM10). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Computed Properties of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Layh, N. published the artcileEnrichment strategies for nitrile-hydrolyzing bacteria, HPLC of Formula: 42872-30-0, the main research area is bacteria enrichment nitrile hydrolysis.

A series of enrichments with different nitriles as sole source of nitrogen was performed to obtain a relation between the selective nitrogen source and (i) the enzyme systems that are synthesized by the isolates and (ii) the enzyme specificities for the utilization of the nitriles. Bacteria were enriched with 2-phenylbutyronitrile, 2-(2-methoxyphenyl)propionitrile, 2-phenylbutyronitrile, ibuprofen nitrile, naproxen nitrile, ketoprofen nitrile, ketoprofen amide, benzonitrile, or naphthalenecarbonitrile as sole nitrogen source and succinate as sole source of carbon and energy. 2-Phenylpropionitrile as nitrogen source resulted predominantly in the enrichment of gram-neg. bacteria, which harbored nitrilase and in some cases also amidase activity. In contrast, with the other nitriles used, a substantial majority of gram-pos. strains, mainly of the genus Rhodococcus, were isolated. These strains contained predominantly a nitrile hydratase/amidase system. The nitrilases and nitrile hydratases showed R or S selectivity with generally poor optical yields. In contrast, the amidases were almost exclusively S-selective, often forming the optically pure acids with an enantiomeric excess above 99%. The conversion of different nitriles by the isolates was compared. The nitrile-hydrolyzing systems of the new isolates usually showed high activity against those nitriles that were used for the enrichment of the bacteria.

Applied Microbiology and Biotechnology published new progress about Bacteria (nitrile-hydrolyzing). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, HPLC of Formula: 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Assaf, Jaber published the artcileReconsidering mass spectrometric fragmentation in electron ionization mass spectrometry – new insights from recent instrumentation and isotopic labeling exemplified by ketoprofen and related compounds, Recommanded Product: 2-(3-Benzoylphenyl)propanenitrile, the main research area is electron ionization mass spectrometry isotopic labeling ketoprofen compound.

Rationale : In various fields of chem. analyses, structurally unknown analytes are considered. Proper structure confirmation may be challenged by the low amounts of analytes that are available, e.g. in early stage drug development, in metabolism studies, in toxicol. or in environmental analyses. In these cases, mass spectrometric techniques are often used to build up structure proposals for these unknowns. Fragmentation reactions in mass spectrometry are known to follow definite pathways that may help to assign structural elements by fragment ion recognition. This work illustrates an investigation of fragmentation reactions for gas chromatog./electron ionization mass spectrometric characterization of benzophenone derivatives using the analgesic drug ketoprofen and seven of its related compounds as model compounds Methods : Deuteration and 18O-labeling experiments along with high-resolution accurate mass and tandem mass spectrometry (MS/MS) were used to further elucidate fragmentation pathways and to substantiate rationales for structure assignments. Low-energy ionization was investigated to increase confidence in the identity of the mol. ion. Results : The high-resolution mass analyses yielded unexpected differences that led to reconsideration of the proposals. Site-specific isotopic labeling helped to directly trace back fragment ions to their resp. structural elements. The proposed fragmentation pathways were substantiated by MS/MS experiments Conclusions : The described method may offer a perspective to increase the level of confidence in unknown analyses, where reference material is not (yet) available.

Rapid Communications in Mass Spectrometry published new progress about Gas chromatography-electron ionization mass spectrometry. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Recommanded Product: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Babon, Juan C. published the artcileHydration of Aliphatic Nitriles Catalyzed by an Osmium Polyhydride: Evidence for an Alternative Mechanism, COA of Formula: C16H13NO, the main research area is aliphatic nitrile hydration mechanism osmium polyhydride catalyst crystal structure.

The hexahydride OsH6(PiPr3)2 competently catalyzes the hydration of aliphatic nitriles to amides. The main metal species under the catalytic conditions are the trihydride osmium(IV) amidate derivatives OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2, which have been isolated and fully characterized for R = iPr and tBu. The rate of hydration is proportional to the concentrations of the catalyst precursor, nitrile, and water. When these exptl. findings and d. functional theory calculations are combined, the mechanism of catalysis has been established. Complexes OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2 dissociate the carbonyl group of the chelate to afford κ1-N-amidate derivatives, which coordinate the nitrile. The subsequent attack of an external water mol. to both the C(sp) atom of the nitrile and the N atom of the amidate affords the amide and regenerates the κ1-N-amidate catalysts. The attack is concerted and takes place through a cyclic six-membered transition state, which involves Cnitrile···O-H···Namidate interactions. Before the attack, the free carbonyl group of the κ1-N-amidate ligand fixes the water mol. in the vicinity of the C(sp) atom of the nitrile.

Inorganic Chemistry published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, COA of Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Guin, Joyram published the artcileCatalytic Asymmetric Protonation of Silyl Ketene Imines, Category: nitriles-buliding-blocks, the main research area is chiral phosphoric acid catalyzed asym protonation silyl ketene imine; nitrile enantioselective synthesis.

An efficient catalytic and highly enantioselective protonation of silyl ketene imines is described. The reaction is catalyzed by the chiral phosphoric acids TRIP or STRIP (I and II, resp.) in the presence of a stoichiometric amount of methanol as the proton source and silyl acceptor. A variety of substituted racemic silyl ketene imines have been transformed into highly enantioenriched nitriles [e.g., (±)-(4-MeOC6H4)MeC:C:NTBS → (S)-(4-MeOC6H4)CHMeCN].

Journal of the American Chemical Society published new progress about Bronsted acids Role: CAT (Catalyst Use), USES (Uses) (chiral). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lian, Zhong published the artcileCooperative redox activation for carbon dioxide conversion, Application In Synthesis of 42872-30-0, the main research area is diaryldisilane carbon dioxide aryl iodide palladium Hiyama Denmark coupling; diarylketone preparation.

The conversion of CO2 with diaryldisilanes, which through cooperative redox activation generated carbon monoxide and a diaryldisiloxane that actively participated in a palladium-catalyzed carbonylative Hiyama-Denmark coupling for the synthesis of an array of pharmaceutically relevant diarylketones was reported. Thus the disilane reagent not only served as the oxygen abstracting agent from CO2, but the silicon-containing ‘waste’, produced through oxygen insertion into the Si-Si bond, participated as a reagent for the transmetalation step in the carbonylative coupling. Hence this concept of cooperative redox activation opened up for new avenues in the conversion of CO2.

Nature Communications published new progress about Aryl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Application In Synthesis of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Garcia-Alvarez, Rocio published the artcileArene-Ruthenium(II) Complexes Containing Inexpensive Tris(dimethylamino)phosphine: Highly Efficient Catalysts for the Selective Hydration of Nitriles into Amides, Name: 2-(3-Benzoylphenyl)propanenitrile, the main research area is ruthenium aminophosphine sandwich complex preparation catalyst hydration nitrile; areneruthenium aminophosphine sandwich complex preparation crystal structure hydration catalyst; mol structure areneruthenium aminophosphine sandwich complex; amide aromatic preparation.

The catalytic hydration of nitriles into amides, in H2O under neutral conditions, was studied using arene-Ru(II) derivatives containing the com. available and inexpensive ligand tris(dimethylamino)phosphine. Among them, best results were obtained with [RuCl2(η6-C6Me6){P(NMe2)3}], which selectively provided the desired amides in excellent yields and short times (TOF values up to 11,400 h-1). The process was operative with both aromatic, heteroaromatic, aliphatic, and α,β-unsaturated organonitriles and showed a high functional group tolerance. The stability of [RuCl2(η6-C6Me6){P(NMe2)3}] in H2O was evaluated, observing its progressive decomposition into the less-active dimethylamine-Ru(II) complex [RuCl2(η6-C6Me6)(NHMe2)] by hydrolysis of the coordinated P(NMe2)3 ligand. The x-ray crystal structure determination of the toluene complex [RuCl2(η6-C6H5Me){P(NMe2)3}] is also included.

Organometallics published new progress about Amides Role: SPN (Synthetic Preparation), PREP (Preparation) (aryl). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Name: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts