Enantiomeric NMR discrimination of carboxylic acids using actinomycin D as a chiral solvating agent

Bai, Liwen; Chen, Pian; Xiang, Jiangxia; Sun, Jiarui; Lei, Xinxiang

doi:10.1039/c8ob03012j

Cited by 20 publications

(13 citation statements)

References 36 publications

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“…For the purpose of identifying the exact function of NTRK2 in LUAD chemotherapy, two treatment-related transcriptome microarray datasets, and , were obtained from the GEO database. Previous studies have demonstrated that actinomycin D (Bai et al, 2019) and MK2206 (Dai et al, 2017) were two promising antitumor drugs. In the dataset, we discovered that the expression of NTRK2 was apparently higher in the actinomycin D treatment group than in the mannitol-control group ( P = 0.008) (Fig.…”

Section: Resultsmentioning

confidence: 99%

A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma

Wang

Chen

et al. 2019

PeerJ

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Neurotrophic receptor tyrosine kinase 2 (NTRK2) is a member of the tropomyosin receptor kinase family associated with the tumor development. However, the detailed function of NTRK2 in lung cancer, especially in lung adenocarcinoma (LUAD), is still not fully understood. Here, we investigated the effects of NTRK2 on LUAD biology. Through analyzing bioinformatics data derived from several databases, such as Oncomine, Gene Expression Profiling Interactive Analysis and UALCAN, we found that NTRK2 expression was significantly decreased in LUAD tissues. Clinical data acquired from Wanderer database, which is linked to The Cancer Genome Atlas database, demonstrated that the expression and methylation site of NTRK2 were significantly related to the clinical characteristics and prognosis of LUAD. Furthermore, NTRK2 expression was increased remarkably after treatment with the protein kinase B (AKT) inhibitor MK2206 and the anticancer agent actinomycin D. Functional enrichment analysis of NTRK2-associated coexpression genes was further conducted. Together, our results suggested that downregulated NTRK2 might be used in the diagnostic and prognostic evaluation of LUAD patients, or as a potential therapeutic target for the treatment of LUAD.

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Section: Resultsmentioning

confidence: 99%

A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma

Wang

Chen

et al. 2019

PeerJ

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“…For the purpose of identifying the exact function of NTRK2 in LUAD chemotherapy, two treatment-related transcriptome microarray datasets, GSE6400 and GSE54293, were obtained from the GEO database. Previous studies have demonstrated that actinomycin D (Bai et al 2019) and MK2206 (Dai et al 2017) were two promising antitumor drugs. In the GSE6400 dataset, we discovered that the expression of NTRK2 was apparently higher in the actinomycin D treatment group than in the mannitol-control group (P = 0.008) ( Figure 3A).…”

Section: The Roles Of Ntrk2 In Luad Therapiesmentioning

confidence: 99%

Peer Review #2 of "A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma (v0.2)"

2019

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Neurotrophic receptor tyrosine kinase 2 (NTRK2) is a member of the tropomyosin receptor kinase (TRK) family associated with the tumor development. However, the detailed function of NTRK2 in lung cancer, especially in lung adenocarcinoma (LUAD), is still not fully understood. Here, we investigated the effects of NTRK2 on LUAD biology. Through analyzing bioinformatics data derived from several databases, such as Oncomine, Gene Expression Profiling Interactive Analysis (GEPIA) and UALCAN, we found that NTRK2 expression was significantly decreased in LUAD tissues. Clinical data acquired from Wanderer database, which is linked to The Cancer Genome Atlas (TCGA) database, demonstrated that the expression and methylation site of NTRK2 were significantly related to the clinical characteristics and prognosis of LUAD. Furthermore, NTRK2 expression was increased remarkably after treatment with the protein kinase B (AKT) inhibitor MK2206 and the anticancer agent actinomycin D. Functional enrichment analysis of NTRK2-associated coexpression genes was further conducted. Together, our results suggested that downregulated NTRK2 might be used in the diagnostic and prognostic evaluation of LUAD patients, or as a potential therapeutic target for the treatment of LUAD.

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“…In analysis of chiral drugs, determination of enantiomeric excess (ee) value is of great significance. Several approaches have been employed for determining ee value, such as chiral chromatography (high‐performance liquid chromatography, [ 3 ] gas chromatography, [ 4 ] and electrophoresis chromatography [ 5 ] ) and chiral spectroscopy (nuclear magnetic resonance [NMR], [ 6–8 ] fluorescence spectroscopy, [ 9,10 ] and circular dichroic spectroscopy [ 11,12 ] ). However, the above methods are still needed to be developed for rapid detection and absolute configuration of chiral drugs.…”

Section: Introductionmentioning

confidence: 99%

Application of aromatic amide‐derived atropisomers as chiral solvating agents for discrimination of optically active mandelic acid derivatives in ¹H nuclear magnetic resonance spectroscopy

Zheng

Tang

et al. 2021

Magnetic Reson in Chemistry

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Non‐biaryl atropisomers and their stereochemistry have attracted much attentions in the past years. However, application of the non‐biaryl atropisomers as chiral solvating agents is yet to be explored. In this work, four aromatic amide‐derived atropisomeric phosphine ligands (hosts) were used as chiral solvating agents to recognize various mandelic acid derivatives (guests) in 1H nuclear magnetic resonance (NMR) spectroscopy. It is found that chiral center configurations of the four hosts have different effects on the enantiorecognition to the used guests. In addition, the host and guest interaction was further investigated by determination of the host–guest complex stoichiometry using the Job's method and density functional theory calculation, respectively. Moreover, chiral analysis accuracy of these hosts was evaluated through relationship between enantiomeric excess values of 4‐chloromandelic acid provided by NMR and gravimetry, respectively.

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Enantiomeric NMR discrimination of carboxylic acids using actinomycin D as a chiral solvating agent

Abstract: We extended actinomycin D as a practical CSA for rapid enantiomeric determination of chiral carboxylic acids by1H NMR spectroscopy.

Cited by 20 publications

References 36 publications

A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma

A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma

Peer Review #2 of "A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma (v0.2)"

Application of aromatic amide‐derived atropisomers as chiral solvating agents for discrimination of optically active mandelic acid derivatives in ¹H nuclear magnetic resonance spectroscopy

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Enantiomeric NMR discrimination of carboxylic acids using actinomycin D as a chiral solvating agent

Abstract: We extended actinomycin D as a practical CSA for rapid enantiomeric determination of chiral carboxylic acids by1H NMR spectroscopy.

Cited by 20 publications

References 36 publications

A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma

A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma

Peer Review #2 of "A tropomyosin receptor kinase family protein, NTRK2 is a potential predictive biomarker for lung adenocarcinoma (v0.2)"

Application of aromatic amide‐derived atropisomers as chiral solvating agents for discrimination of optically active mandelic acid derivatives in 1H nuclear magnetic resonance spectroscopy

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Application of aromatic amide‐derived atropisomers as chiral solvating agents for discrimination of optically active mandelic acid derivatives in ¹H nuclear magnetic resonance spectroscopy