5965-53-7Relevant academic research and scientific papers
PHOTOINITIATORS FOR LIGHT-CURABLE COMPOSITIONS
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Paragraph 0069-0072, (2020/08/05)
Compounds of formula (I) are photoinitiators or photosensitizers in a photopolymerizable composition: R1 represents a monovalent, linear, branched or cyclic, aliphatic hydrocarbon group having 1 to 20 carbon atoms, optionally substituted with substituent(s) selected from —Cl, —Br, —OH, ═O, —NH—CO— OR2, —NH—CO—R2 or free-radically or ionically polymerizable groups. Each R2 is independently —H or C1-6 alkyl; n is ≥1. If n=1, Z and Y are absent and X represents —OR3; if n is >1, Z represents —OR4—, Y represents —ORs— and X represents —H or —OH. R3 represents —H or R1; and R4 and R5 each independently represent a bivalent hydrocarbon group. The polymerizable moieties as optional substituents of R1 are polymerizable double or triple bonds, lactam, lactone and epoxide moieties, which are subjectable to ring-opening polymerization; and two of R1 to R5 may be linked to one another to form a ring or a dimer.
Simultaneous monitoring of the bioconversion from lysine to glutaric acid by ethyl chloroformate derivatization and gas chromatography-mass spectrometry
Bhatia, Shashi Kant,Choi, Tae-Rim,Choi, Yong-Keun,Gurav, Ranjit,Han, Yeong-Hoon,Kim, Hyun-Joong,Kim, Wooseong,Park, Kyungmoon,Park, See-Hyoung,Park, Ye-Lim,Song, Hun-Suk,Yang, Yung-Hun
, (2020/04/15)
Glutaric acid is a precursor of a plasticizer that can be used for the production of polyester amides, ester plasticizer, corrosion inhibitor, and others. Glutaric acid can be produced either via bioconversion or chemical synthesis, and some metabolites and intermediates are produced during the reaction. To ensure reaction efficiency, the substrates, intermediates, and products, especially in the bioconversion system, should be closely monitored. Until now, high performance liquid chromatography (HPLC) has generally been used to analyze the glutaric acid-related metabolites, although it demands separate time-consuming derivatization and non-derivatization analyses. To substitute for this unreasonable analytical method, we applied herein a gas chromatography - mass spectrometry (GC-MS) method with ethyl chloroformate (ECF) derivatization to simultaneously monitor the major metabolites. We determined the suitability of GC-MS analysis using defined concentrations of six metabolites (L-lysine, cadaverine, 5-aminovaleric acid, 2-oxoglutaric acid, glutamate, and glutaric acid) and their mass chromatograms, regression equations, regression coefficient values (R2), dynamic ranges (mM), and retention times (RT). This method successfully monitored the production process in complex fermentation broth.
Preparation method of 2- diethyl-1,5- n-pentanedioic acid diethyl ester (by machine translation)
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Paragraph 0010-0022, (2019/12/02)
The reaction liquid is mixed uniformly, 2 - and then the reaction solution is stirred and reacted at a normal temperature, and the reaction solution Amberlyst - 15 is filtered 2 - 2 - and concentrated to obtain diethyl-ethyl-diformate 2 - 15:1~1.2 Amberlyst - 15 2 - 1:2~2.2. The preparation method is mild in reaction condition, safe and simple in preparation process and purification steps, high in product yield and convenient to realize industrialization. (by machine translation)
Biotechnological properties of sponges from northeast Brazil: Cliona varians as a Biocatalyst for Enantioselective Reduction of Carbonyl Compounds
Riatto, Valéria B.,Victor, Mauricio M.,Sousa, Jaqueline F.,Menegola, Carla
, p. 149 - 157 (2018/12/13)
To research the potential ability of whole marine sponges to act as biocatalysts, this paper describes for the first time the employment of whole Cliona varians sponge in the stereoselective reduction of prochiral α-keto esters and isatin to the corresponding chiral alcohols. The addition of D-fructose, D-glucose or sucrose remarkably increased the conversion ratios and stereoselectivities by this marine sponge. Furthermore, in the presence of D-glucose and D-maltose, the reduction of isatin by C. varians afforded the corresponding 3-hydroxyindolin-2-one with high conversions (85-90percent) and good enantioselectivities (60-74percent). These results showed that the marine sponge presents great potential to be used as biocatalyst for stereoselective reduction of carbonyl compounds.
Identification and Structure-Activity Relationship of HDAC6 Zinc-Finger Ubiquitin Binding Domain Inhibitors
Ferreira De Freitas, Renato,Harding, Rachel J.,Franzoni, Ivan,Ravichandran, Mani,Mann, Mandeep K.,Ouyang, Hui,Lautens, Mark,Santhakumar, Vijayaratnam,Arrowsmith, Cheryl H.,Schapira, Matthieu
supporting information, p. 4517 - 4527 (2018/05/31)
HDAC6 plays a central role in the recruitment of protein aggregates for lysosomal degradation and is a promising target for combination therapy with proteasome inhibitors in multiple myeloma. Pharmacologically displacing ubiquitin from the zinc-finger ubiquitin-binding domain (ZnF-UBD) of HDAC6 is an underexplored alternative to catalytic inhibition. Here, we present the discovery of an HDAC6 ZnF-UBD-focused chemical series and its progression from virtual screening hits to low micromolar inhibitors. A carboxylate mimicking the C-terminal extremity of ubiquitin, and an extended aromatic system stacking with W1182 and R1155, are necessary for activity. One of the compounds induced a conformational remodeling of the binding site where the primary binding pocket opens up onto a ligand-able secondary pocket that may be exploited to increase potency. The preliminary structure-activity relationship accompanied by nine crystal structures should enable further optimization into a chemical probe to investigate the merit of targeting the ZnF-UBD of HDAC6 in multiple myeloma and other diseases.
Small Molecule Antagonists of the Interaction between the Histone Deacetylase 6 Zinc-Finger Domain and Ubiquitin
Harding, Rachel J.,Ferreira De Freitas, Renato,Collins, Patrick,Franzoni, Ivan,Ravichandran, Mani,Ouyang, Hui,Juarez-Ornelas, Kevin A.,Lautens, Mark,Schapira, Matthieu,Von Delft, Frank,Santhakumar, Vjayaratnam,Arrowsmith, Cheryl H.
supporting information, p. 9090 - 9096 (2017/11/14)
Inhibitors of HDAC6 have attractive potential in numerous cancers. HDAC6 inhibitors to date target the catalytic domains, but targeting the unique zinc-finger ubiquitin-binding domain (Zf-UBD) of HDAC6 may be an attractive alternative strategy. We developed X-ray crystallography and biophysical assays to identify and characterize small molecules capable of binding to the Zf-UBD and competing with ubiquitin binding. Our results revealed two adjacent ligand-able pockets of HDAC6 Zf-UBD and the first functional ligands for this domain.
Synthesis of quinoline dicarboxylic esters as biocompatible fluorescent tags
Laras, Younes,Acher, Francine C.,Pietrancosta, Nicolas,Hugues, Vincent,Chandrasekaran, Yogesh,Blanchard-Desce, Mireille
, p. 8294 - 8302,9 (2020/10/15)
A series of dicarboxylic quinoline derivatives bearing electron-releasing or -withdrawing substituents have been synthesized using mono- or/and biphasic methodologies. By controlling the regioselectivity of addition into our electrophilic intermediate, we also characterized by which mechanism the Doebner-Miller cyclization step occurred. As anticipated, electronreleasing substituents induce a red shift of the low-energy absorption allowing excitation in the visible region. In addition, by playing on the strength and position of the electron-releasing substituents, chromophore having interesting fluorescent properties such as large Stoke shifts, good fluorescent quantum yields, emission in the visible green-yellow region and reasonable two-photon absorption in the NIR region have been obtained. These small-size fluorophores, which can be made water-soluble and have been shown to be non-toxic, can be hetero- and/or polyfunctionalized and thus represent promising key units for fluorescence-based physiological experiments with low background interactions.
Radical alkylations of alkyl halides and unactivated C-H bonds using vinyl triflates
Lee, Jin Young,Lim, Kyoung-Chan,Meng, Xiangjian,Kim, Sunggak
experimental part, p. 1647 - 1650 (2010/09/04)
Radical alkylations of activated alkyl iodides and bromides were achieved using vinyl triflates in the presence of hexadimethyltin, whereas those of unactivated C-H bonds using vinyl triflates proceeded cleanly under tin-free conditions. Georg Thieme Verl
Expeditious biomimetically-inspired approaches to racemic homocitric acid lactone and per-homocitrate
Chen, Hong-Bin,Chen, Ling-Yan,Huang, Pei-Qiang,Zhang, Hong-Kui,Zhou, Zhao-Hui,Tsai, Khi-Rui
, p. 2148 - 2152 (2007/10/03)
Two concise and flexible biomimetically-inspired approaches to homocitric acid lactone (3) and its higher homolog, triethyl per-homocitrate (12), are presented herein. The key steps include an efficient indium metal-mediated allylation-oxidative cleavage procedure and a one-step ethoxycarbonylmethylation of α-oxo-diesters.
Efficient synthesis of 1-azadienes derived from α-aminoesters. Regioselective preparation of α-dehydroamino acids, vinylglycines, and α-amino acids
Palacios, Francisco,Vicario, Javier,Aparicio, Domitila
, p. 7690 - 7696 (2007/10/03)
(Chemical Equation Presented) An efficient synthesis of 1-azadienes derived from α-aminoesters is achieved through an aza-Wittig reaction of phosphazenes with β,γ-unsaturated α-ketoesters. Regioselective 1,2-reduction of these functionalized 1-azadienes affords vinylglycine derivatives, while conjugative 1,4-reduction gives α-dehydroamino acid compounds. Reduction of both the carbon-carbon and the imine-carbon-nitrogen double bonds leads to the formation of α-amino acid derivatives.
