53844-02-3Relevant articles and documents
Chemoselective and Highly Sensitive Quantification of Gut Microbiome and Human Metabolites
Conway, Louis P.,Globisch, Daniel,L?hr, J.-Matthias,Lin, Weifeng,Vujasinovic, Miroslav
, p. 23232 - 23240 (2021)
The microbiome has a fundamental impact on the human host's physiology through the production of highly reactive compounds that can lead to disease development. One class of such compounds are carbonyl-containing metabolites, which are involved in diverse biochemical processes. Mass spectrometry is the method of choice for analysis of metabolites but carbonyls are analytically challenging. Herein, we have developed a new chemical biology tool using chemoselective modification to overcome analytical limitations. Two isotopic probes allow for the simultaneous and semi-quantitative analysis at the femtomole level as well as qualitative analysis at attomole quantities that allows for detection of more than 200 metabolites in human fecal, urine and plasma samples. This comprehensive mass spectrometric analysis enhances the scope of metabolomics-driven biomarker discovery. We anticipate that our chemical biology tool will be of general use in metabolomics analysis to obtain a better understanding of microbial interactions with the human host and disease development.
Organic amine linking agent with three carbon-carbon double bonds and preparation method thereof
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Paragraph 0030; 0066-0068; 0073, (2021/11/26)
The invention relates to the field of olefin organic amine linkers, and particularly discloses an organic amine linking agent with three carbon-carbon double bonds and a preparation method thereof. The invention discloses a chemical structural formula of
N-bromosuccinimide promoted synthesis of β-amino bromides under Appel reaction condition
Chinthaginjala, Srinivasulu,Alavandimat, Nanda H.,Umesha, Vathsala,Sureshbabu, Vommina V.
supporting information, p. 2975 - 2983 (2021/08/27)
An efficient and facile method has been developed for the synthesis of chiral β-amino bromides from their corresponding alcohols under Appel reaction conditions. This approach allows for the deoxybromination of a variety of β-amino alcohols in excellent y
Rapid Assembly of Saturated Nitrogen Heterocycles in One-Pot: Diazo-Heterocycle “Stitching” by N–H Insertion and Cyclization
Boddy, Alexander J.,Affron, Dominic P.,Cordier, Christopher J.,Rivers, Emma L.,Spivey, Alan C.,Bull, James A.
supporting information, p. 1458 - 1462 (2019/01/04)
Methods that provide rapid access to new heterocyclic structures in biologically relevant chemical space provide important opportunities in drug discovery. Here, a strategy is described for the preparation of 2,2-disubstituted azetidines, pyrrolidines, pi
Method for catalyzing aldol self-condensation reaction of low-carbon aldehyde by acid alkali double-function ionic liquid
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Paragraph 0050-0052, (2018/03/01)
The invention relates to a method for catalyzing aldol self-condensation reaction of low-carbon aldehyde by acid alkali double-function ionic liquid. The method comprises the following steps: adding low-carbon aldehyde and an acid alkali double-function ionic liquid catalyst into a high-pressure kettle, reacting at 60 to 150 DEG C for 1 to 12 hours, and performing hydroxyaldehyde self-condensationreaction on the low-carbon aldehyde to obtain long-chain unsaturated aldehyde, wherein the acid alkali double-function ionic liquid is the acid alkali double-function ionic liquid with cation and anion containing acid and alkali groups correspondingly, or the novel acid alkali double-function ionic liquid with cation containing acid and alkali groups. The method is applied to aldol self-condensation reaction of n-butanal and n-pentanal and is mild in reaction condition, high in catalytic activity and high in selectivity; and the acid alkali double-function ionic liquid catalyst can be reused.
Hypoxia-Responsive19F MRI Probes with Improved Redox Properties and Biocompatibility
Xie, Da,Kim, Seyong,Kohli, Vikraant,Banerjee, Arnab,Yu, Meng,Enriquez, José S.,Luci, Jeffrey J.,Que, Emily L.
supporting information, p. 6429 - 6437 (2017/06/13)
19F magnetic resonance imaging (MRI), an emerging modality in biomedical imaging, has shown promise for in vitro and in vivo preclinical studies. Here we present a series of fluorinated Cu(II)ATSM derivatives for potential use as19F magnetic resonance agents for sensing cellular hypoxia. The synthesized complexes feature a hypoxia-targeting Cu2+ coordination core, nine equivalent fluorine atoms connected via a variable-length poly(ethylene glycol) linker. Introduction of the fluorine moiety maintains the planar coordination geometry of the Cu2+ center, while the linker length modulates the Cu2+/+ reduction potential,19F NMR relaxation properties, and lipophilicity. In particular, the19F NMR relaxation properties were quantitatively evaluated by the Solomon-Bloembergen model, revealing a regular pattern of relaxation enhancement tuned by the distance between Cu2+ and F atoms. Finally, the potential utility of these complexes for sensing reductive environments was demonstrated using both19F MR phantom imaging and19F NMR, including experiments in intact live cells.
Synthesis and evaluation of 1,2,4-triazolo[1,5- a ]pyrimidines as antibacterial agents against Enterococcus faecium
Wang, Huan,Lee, Mijoon,Peng, Zhihong,Blázquez, Blas,Lastochkin, Elena,Kumarasiri, Malika,Bouley, Renee,Chang, Mayland,Mobashery, Shahriar
supporting information, p. 4194 - 4203 (2015/06/08)
Rapid emergence of antibiotic resistance is one of the most challenging global public health concerns. In particular, vancomycin-resistant Enterococcus faecium infections have been increasing in frequency, representing 25% of enterococci infections in intensive care units. A novel class of 1,2,4-triazolo[1,5-a]pyrimidines active against E. faecium is reported herein. We used a three-component Biginelli-like heterocyclization reaction for the synthesis of a series of these derivatives based on reactions of aldehydes, β-dicarbonyl compounds, and 3-alkylthio-5-amino-1,2,4-triazoles. The resulting compounds were assayed for antimicrobial activity against the ESKAPE panel of bacteria, followed by investigation of their in vitro activities. These analyses identified a subset of 1,2,4-triazolo[1,5-a]pyrimidines that had good narrow-spectrum antibacterial activity against E. faecium and exhibited metabolic stability with low intrinsic clearance. Macromolecular synthesis assays revealed cell-wall biosynthesis as the target of these antibiotics.
Fluorescent flippers for mechanosensitive membrane probes
Dal Molin, Marta,Verolet, Quentin,Colom, Adai,Letrun, Romain,Derivery, Emmanuel,Gonzalez-Gaitan, Marcos,Vauthey, Eric,Roux, Aurlien,Sakai, Naomi,Matile, Stefan
supporting information, p. 568 - 571 (2015/01/30)
In this report, "fluorescent flippers" are introduced to create planarizable push-pull probes with the mechanosensitivity and fluorescence lifetime needed for practical use in biology. Twisted push-pull scaffolds with large and bright dithienothiophenes and their S,S-dioxides as the first "fluorescent flippers" are shown to report on the lateral organization of lipid bilayers with quantum yields above 80% and lifetimes above 4 ns. Their planarization in liquid-ordered (Lo) and solid-ordered (So) membranes results in red shifts in excitation of up to +80 nm that can be transcribed into red shifts in emission of up to +140 nm by F?rster resonance energy transfer (FRET). These unique properties are compatible with multidomain imaging in giant unilamellar vesicles (GUVs) and cells by confocal laser scanning or fluorescence lifetime imaging microscopy. Controls indicate that strong push-pull macrodipoles are important, operational probes do not relocate in response to lateral membrane reorganization, and two flippers are indeed needed to "really swim," i.e., achieve high mechanosensitivity.
RAF INHIBITOR COMPOUNDS
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Page/Page column 62, (2013/09/26)
This invention provides compounds of Formula (I) or a pharmaceutically acceptable salt thereof; pharmaceutical compositions comprising a compound of Formula (I); and use of a compound of Formula (I) for treating specified cancers.
Sensing ionic liquids for chemoselective detection of acyclic and cyclic ketone gases
Liu, Yen-Liang,Tseng, Ming-Chung,Chu, Yen-Ho
supporting information, p. 2560 - 2562 (2013/04/23)
Based on specific chemical reactions carried out at ambient temperature, an ultrasensitive and chemoselective measurement of both acyclic and cyclic ketone gases, such as acetone (a disease biomarker) and cyclohexanone (a signature chemical emanating from