Month: December 2022

Niitsu, N. published the artcileDownregulation of MLL-CBP fusion gene expression is associated with differentiation of SN-1 cells with t(11;16)(q23;p13), Category: esters-buliding-blocks, the publication is Oncogene (2001), 20(3), 375-384, database is CAplus and MEDLINE.

The translocation t(11;16)(q23;p13) has only been documented in patients with acute leukemia or myelodysplasia secondary to therapy with drugs targeting DNA topoisomerase II. The authors have established a myeloid cell line (SN-1) with the MLL-CBP fusion gene from an acute leukemia patient with t(11;16)(q23;p13). Although SN-1 cells were not induced to differentiate by all-trans retinoic acid (ATRA) and 1α,25-dihydroxyvitamin D₃ (VD3), retinoid X receptor (RXR) agonists, such as 9-cis retinoic acid and Ro48-2250, effectively induced differentiation of the cells. Downregulation of the expression of the MLL-CBP fusion gene occurred during the differentiation of SN-1 cells. When SN-1 cells were treated with MLL-CBP antisense oligonucleotide, the cells were induced to differentiate by ATRA or VD3, suggesting that the MLL-CBP fusion gene dominant-neg. suppresses ATRA- or VD3-induced differentiation. Moreover, suboptimal concentrations of sodium butyrate, a histone deacetylase inhibitor, had a cooperative effect with ATRA or VD3 in inducing the differentiation of SN-1 cells. The downregulation of the expression of MLL-CBP mRNA was accompanied by the induction of differentiation. These findings suggest that RXR agonists or a clin. applicable combination of ATRA and butyrate derivatives might be useful for differentiation therapy in leukemia patients with the MLL-CBP fusion gene.

Oncogene published new progress about 122110-53-6. 122110-53-6 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ester,Inhibitor, name is (Pivaloyloxy)methyl butyrate, and the molecular formula is C10H18O4, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Xue, Fei published the artcileAsymmetric Synthesis of Axially Chiral 2-Aminobiaryls by Rhodium-Catalyzed Benzannulation of 1-Arylalkynes with 2-(Cyanomethyl)phenylboronates, Product Details of C15H21BO4, the publication is Angewandte Chemie, International Edition (2018), 57(32), 10368-10372, database is CAplus and MEDLINE.

In the presence of [RhCl(coe)]₂ and nonracemic bicyclooctadienecarboxamide I, internal aryl alkynes such as 1-(1-propynyl)naphthalene with ortho-substituted aryl moieties underwent regioselective and enantioselective cyclization reactions with o-(pinacolboronato)phenylacetonitriles mediated by K₃PO₄ in aqueous 1,4-dioxane to yield nonracemic biarylamines such as binaphthylamine II with stereogenic axes in 72-97% ee (all but one compound formed in >90% ee).

Angewandte Chemie, International Edition published new progress about 956229-86-0. 956229-86-0 belongs to esters-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ester,Boronate Esters,Boronic acid and ester, name is Methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate, and the molecular formula is C20H17FO4S, Product Details of C15H21BO4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Takanami, Toshikatsu published the artcileHighly regioselective [3,3] rearrangement of aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin complex, Cr(TPP)Cl, Formula: C12H14O2, the publication is Tetrahedron (2006), 62(40), 9467-9474, database is CAplus.

The Claisen rearrangement of simple aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin, Cr(TPP)Cl, is described. The porphyrin-based Lewis acid catalyst can effectively accelerate the rearrangement via a concerted [3,3] pathway with a minimal degree of bond ionization of the substrates, providing the corresponding Claisen products in moderate to high yields and almost perfect regioselectivity at low catalyst loading.

Tetrahedron published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C10H10CoF6P, Formula: C12H14O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kawamata, Yu published the artcileChemoselective Electrosynthesis Using Rapid Alternating Polarity, HPLC of Formula: 103-26-4, the publication is Journal of the American Chemical Society (2021), 143(40), 16580-16588, database is CAplus and MEDLINE.

Challenges in the selective manipulation of functional groups (chemoselectivity) in organic synthesis have historically been overcome either by using reagents/catalysts that tunably interact with a substrate or through modification to shield undesired sites of reactivity (protecting groups). Although electrochem. offers precise redox control to achieve unique chemoselectivity, this approach often becomes challenging in the presence of multiple redox-active functionalities. Historically, electrosynthesis has been performed almost solely by using d.c. (DC). In contrast, applying a.c. (AC) has been known to change reaction outcomes considerably on an anal. scale but has rarely been strategically exploited for use in complex preparative organic synthesis. Here we show how a square waveform employed to deliver elec. current-rapid alternating polarity (rAP)-enables control over reaction outcomes in the chemoselective reduction of carbonyl compounds, one of the most widely used reaction manifolds. The reactivity observed cannot be recapitulated using DC electrolysis or chem. reagents. The synthetic value brought by this new method for controlling chemoselectivity is vividly demonstrated in the context of classical reactivity problems such as chiral auxiliary removal and cutting-edge medicinal chem. topics such as the synthesis of PROTACs.

Journal of the American Chemical Society published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C10H10O2, HPLC of Formula: 103-26-4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Alaneed, Razan published the artcileConjugation of Amine-Functionalized Polyesters With Dimethylcasein Using Microbial Transglutaminase, Name: Dimethyl adipate, the publication is Journal of Pharmaceutical Sciences (Philadelphia, PA, United States) (2020), 109(2), 981-991, database is CAplus and MEDLINE.

Protein-polymer conjugates have been used as therapeutics because they exhibit frequently higher stability, prolonged in vivo half-life, and lower immunogenicity compared with native proteins. The first part of this report describes the enzymic synthesis of poly(glycerol adipate) (PGA(M)) by transesterification between glycerol and di-Me adipate using lipase B from Candida antarctica. PGA(M) is a hydrophilic, biodegradable but water insoluble polyester. By acylation, PGA(M) is modified with 6-(Fmoc-amino)hexanoic acid and with hydrophilic poly(ethylene glycol) side chains (mPEG12) rendering the polymer highly water soluble This is followed by the removal of protecting groups, fluorenylmethyloxycarbonyl, to generate polyester with primary amine groups, namely PGA(M)-g-NH₂-g-mPEG12. ¹H NMR spectroscopy, FTIR spectroscopy, and gel permeation chromatog. have been used to determine the chem. structure and polydispersity index of PGA(M) before and after modification. In the second part, we discuss the microbial transglutaminase-mediated conjugation of the model protein dimethylcasein with PGA(M)-g-NH₂-g-mPEG12 under mild reaction conditions. SDS-PAGE proves the protein-polyester conjugation.

Journal of Pharmaceutical Sciences (Philadelphia, PA, United States) published new progress about 627-93-0. 627-93-0 belongs to esters-buliding-blocks, auxiliary class Ploymers, name is Dimethyl adipate, and the molecular formula is C8H14O4, Name: Dimethyl adipate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Yokoo, Nobuo published the artcileStudies on synthesis of water-soluble chymotrypsin inhibitors. II, Recommanded Product: 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, the publication is Yakugaku Zasshi (1988), 108(5), 443-9, database is CAplus.

Water-soluble, substrate-analogous chymotrypsin inhibitors were synthesized to study the role of chymotrypsin and chymotrypsin-like enzymes in vivo. Ph esters of carboxylic acids containing condensed ring such as tetralin, naphthalene, indole, etc. show potent inhibitory activity against chymotrypsin. Thus, the influence of several substituents on the benzene nucleus of Ph component upon the inhibitory activity against enzymes was investigated. Phenolic esters containing basic substituents in the 4-position exhibited potent inhibition against chymotrypsin, e.g. the IC₅₀ value of 4-amidinophenyl tetralin-1-carboxylate was 5 × 10^-7 M. The activity of phenolic esters containing neutral substituents in the 4 position was weaker than that of the basic esters. The IC₅₀ value of the neutral ester, 4-(N,N-dimethylcarbamoylmethoxycarbonylmethyl)phenyl tetralin-1-carboxylate was 7 × 10^-6M. Acidic esters with carboxyl groups on the benzene nucleus inhibited most weakly of the three, whose corresponding IC₅₀ value was 6 × 10^-5M. A similar tendency was observed in other esters derived from benzoic acid, 1-naphthylacetic acid, 3-indolylacetic acid, etc. The relative order of inhibitory activity of the acyl groups against chymotrypsin was as follows: 5-methoxy-2-methyl-3-indolylacetyl ≥ 1-naphthylacetyl ≥ tetralin-1-carbonyl > 3-indolylacetyl > benzoyl. 4-(4-Guanidinobenzoyloxy)phenyl esters and 4-amidinophenyl esters inhibited not only chymotrypsin but also trypsin. On the other hand, the others, such as 4-(4-isopropylpiperazinocarbonyl)phenyl esters inhibited chymotrypsin specifically.

Yakugaku Zasshi published new progress about 59721-16-3. 59721-16-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Phenol,Ester,Amide, name is 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate, and the molecular formula is C8H6F3NO, Recommanded Product: 2-(Dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Meng, Qi published the artcileFormation by yeast of 2-furanmethanethiol and ethyl 2-mercaptopropionate aroma compounds in Japanese soy sauce, Formula: C5H10O2S, the publication is Bioscience, Biotechnology, and Biochemistry (2014), 78(1), 109-114, database is CAplus and MEDLINE.

Two aroma compounds of volatile thiols, 2-furanmethanethiol (2FM) and Et 2-mercaptopropionate (ET2MP), were formed in five types of Japanese soy sauce during fermentation by yeast. The concentrations of 2FM and ET2MP in the soy sauce samples increased during alc. fermentation The concentrations of 2FM and ET2MP were higher in the soy sauce fermented by Zygosaccharomyces rouxii than in that fermented by Candida versatilis. The enantiomers of ET2MP were separated by gas chromatog. in a capillary column. The average enantiomeric ratio of ET2MP in the soy sauce was approx. 1:1. 2FM was formed by yeast in a medium prepared from cysteine and furfural, and cysteine is considered the key precursor of 2FM by yeast in soy sauce.

Bioscience, Biotechnology, and Biochemistry published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Formula: C5H10O2S.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Abu Shuheil, Mohammad Y. published the artcileHeterocycles [h]-fused onto 4-oxoquinoline-3-carboxylic acid, III. Facile synthesis and antitumor activity of model heterocycles [a]-fused onto pyrido[2,3-f]quinoxaline-3-carboxylic acids, HPLC of Formula: 924-99-2, the publication is Heterocycles (2007), 71(10), 2155-2172, database is CAplus.

Direct interaction between 7-chloro-1-cyclopropyl-6-fluoro-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and each of (S)-proline, (2S,4R)-4-hydroxyproline, and (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid in hot aqueous ethanolic NaHCO₃ yielded the corresponding optically pure N-(4-oxoquinolin-7-yl)-α-amino acids. The latter derivatives underwent reductive lactamization upon treatment with Na₂S₂O₄ in aqueous ethanol to afford moderate yields of the resp. pyrido[2,3-f]quinoxaline-3-carboxylic acid [fused]- to tetrahydropyrrolo[1,2-a]-, tetrahydrohydroxylpyrrolo[1,2-a]-and tetrahydroisoquinolino[2,3-a]heterocycles, e.g., I, resp. The antitumor activity against four human tumor cell lines showed that all those compounds displayed high levels of cytotoxicity as compared with Cisplatin. Interestingly, these compounds were more potent against breast carcinoma cell lines (MCF-7 and T-47D) than the lymphoid origin tumor cell lines (Jurkat and BHL-89). In particular, the (S)-proline derivative I exhibited preferential cytotoxicity to adherent cells (IC₅₀ = 0.5 μM), indicative of better potential in blocking the growth of solid tumors rather than the disseminated ones.

Heterocycles published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, HPLC of Formula: 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Makhseed, Saad published the artcileStudies with 2-(arylhydrazono)aldehydes: Synthesis and chemical reactivity of mesoxalaldehyde 2-arylhydrazones and of ethyl 2-arylhydrazono-3-oxopropionates, SDS of cas: 924-99-2, the publication is Zeitschrift fuer Naturforschung, B: Chemical Sciences (2007), 62(4), 529-536, database is CAplus.

The coupling reaction of 3-(dimethylamino)acrolein and Et 3-(dimethylamino)acrylate with arenediazonium chlorides afforded the 2-(arylhydrazono)aldehydes RC₆H₄NHN:CR¹CHO [I, R = 4-Cl, H, 4-OMe, 3-Cl; R¹ = CHO, CO₂Et]. I [R = H, 4-Cl, R¹ = CHO] reacted with hydroxylamine hydrochloride to yield the oximes. The dioxime was obtained from reaction of I [R = 4-Cl, R¹ = CHO] with an excess of hydroxylamine hydrochloride. This dioxime afforded the 1,2,3-triazolecarbonitrile when treated with acetic anhydride, while α-hydrazonopropionitrile was obtained with acetic acid. I could be used for the synthesis of a variety of pyrazoles and arylazolopyrimidines via reaction with hydrazines, halo ketones and amino azoles, resp.

Zeitschrift fuer Naturforschung, B: Chemical Sciences published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, SDS of cas: 924-99-2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Favela, Kristin A. published the artcileNontargeted Analysis of Face Masks: Comparison of Manual Curation to Automated GCxGC Processing Tools, Related Products of esters-buliding-blocks, the publication is Journal of the American Society for Mass Spectrometry (2021), 32(4), 860-871, database is CAplus and MEDLINE.

Masks constructed of a variety of materials are in widespread use due to the COVID-19 pandemic, and people are exposed to chems. inherent in the masks through inhalation. This work aims to survey commonly available mask materials to provide an overview of potential exposure. A total of 19 mask materials were analyzed using a nontargeted anal. 2-dimensional gas chromatog. (GCxGC)-mass spectrometric (MS) workflow. Traditionally, there has been a lack of GCxGC-MS automated high-throughput screening methods, resulting in trade-offs with throughput and thoroughness. This work addresses the gap by introducing new machine learning software tools for high-throughput screening (Floodlight) and subsequent pattern anal. (Searchlight). A recursive workflow for chem. prioritization suitable for both manual curation and machine learning is introduced as a means of controlling the level of effort and equalizing sample loading while retaining key chem. signatures. Manual curation and machine learning were comparable with the mask materials clustering into 3 groups. The majority of the chem. signatures could be characterized by chem. class in 7 categories: organophosphorus, long chain amides, polyethylene terephthalate oligomers, n-alkanes, olefins, branched alkanes and long-chain organic acids, alcs., and aldehydes. The olefin, branched alkane, and organophosphorus components were primary contributors to clustering, with the other chem. classes having a significant degree of heterogeneity within the three clusters. Machine learning provided a means of rapidly extracting the key signatures of interest in agreement with the more traditional time-consuming and tedious manual curation process. Some identified signatures associated with plastics and flame retardants are potential toxins, warranting future study to understand the mask exposure route and potential health effects.

Journal of the American Society for Mass Spectrometry published new progress about 31570-04-4. 31570-04-4 belongs to esters-buliding-blocks, auxiliary class Mono-phosphine Ligands, name is Tris(2,4-di-tert-butylphenyl) phosphite, and the molecular formula is C42H63O3P, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics