93757-41-6Relevant articles and documents
Synthesis of sunitinib-metastin conjugate, a novel esterase-sensitive prodrug system based on lactonization reaction
Takahashi, Yuki,Shoji, Sunao,Morishige, Takuya,Katsumata, Aya,Tsurifune, Fumihiro,Tsutsumi, Mitsuhiro,Honda, Yoshiharu,Hasuda, Tomoyo,Hitotsuyanagi, Yukio,Terachi, Toshiro,Uchida, Toyoaki,Takeya, Koichi
, p. 1860 - 1876 (2014/08/18)
We describe a strategy for preparing sunitinib-metastin conjugate, a prodrug composed of the anticancer agent sunitinib for renal cell carcinoma and the carrier protein metastin, which are conjugated to each other by a linker. We designed a modified L-homoserine linker, which is composed of an acyl group that acts as the masking group for hydrolysis with an esterase, as well as a carbon chain of appropriate length between sunitinib and metastin. The sunitinib-metastin conjugate was converted into a hydrolyte by hydrolysis of the acyl group with an esterase, and sunitinib was released by intramolecular lactonization. Sunitinib-metastin conjugate, an esterase-sensitive amide prodrug that has a modified L-homoserine linker that participates in the intramolecular lactonization, was synthesized.
The mechanism of caseinolytic protease (ClpP) inhibition
Gersch, Malte,Gut, Felix,Korotkov, Vadim S.,Lehmann, Johannes,B?ttcher, Thomas,Rusch, Marion,Hedberg, Christian,Waldmann, Herbert,Klebe, Gerhard,Sieber, Stephan A.
supporting information, p. 3009 - 3014 (2013/04/23)
Catch me if you can: The ClpP protease mediates protein homeostasis and can be efficiently inhibited by β-lactones. A combination of molecular docking, mutagenesis, activity-based protein profiling, and kinetics studies now reveals the mechanism of ClpP inhibition. A hydrophobic pocket next to the active site allows binding of long aliphatic and aromatic residues. The preferred stereoisomer binds into the oxyanion hole. Copyright
SYNTHESIS OF THIOETHER CONTAINING TRIALKOXYSILANES
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Page/Page column 38-39, (2012/10/08)
The invention relates to a radical-initiated thiol-ene or thiol-yne "click" reaction that provides a simple and efficient route to diverse trialkoxysilanes. Trialkoxysilanes made in this way are obtained in quantitative to near-quantitative yields with high purity without any or minimal purification. A wide range of functional groups is tolerated in this approach, and even complex alkenes click with the silane precursors. The modular nature of these radical-based thiol-ene or thiol-yne "click" reactions allows a wide variety of pendant groups to be coupled to silane compounds that can then be coupled to a wide variety surfaces in order to modify their material properties. Consequently, such radical initiated thiol-ene and thiol-yne reactions provide facile and efficient methods for preparing an enormous number of surface-active functional trialkoxysilanes.
Preparation of alkylmagnesium reagents from alkenes through hydroboration and boron-magnesium exchange
Reichle, Markus A.,Breit, Bernhard
supporting information; experimental part, p. 5730 - 5734 (2012/08/14)
Tolerant: Alkylmagnesium reagents can be synthesized from alkenes through a sequence of hydroboration and subsequent boron-magnesium exchange using a method that tolerates different functional groups (see scheme). The resulting alkylmagnesium reagents can be used in carbon-carbon bond forming reactions, such as alkylation reactions or transition-metal-catalyzed cross-coupling reactions. Copyright
Thiol - Ene click reaction as a general route to functional trialkoxysilanes for surface coating applications
Tucker-Schwartz, Alexander K.,Farrell, Richard A.,Garrell, Robin L.
supporting information; experimental part, p. 11026 - 11029 (2011/09/14)
Functionalized trialkoxysilanes are widely used to modify the surface properties of materials and devices. It will be shown that the photoinitiated radical-based thiol - ene "click" reaction provides a simple and efficient route to diverse trialkoxysilanes. A total of 15 trialkoxysilanes were synthesized by reacting either alkenes with 3-mercaptopropyltrialkoxysilane or thiols with allyltrialkoxysilanes in the presence of a photoinitiator. The functionalized trialkoxysilanes were obtained in quantitative to near-quantitative yields with high purity. The photochemical reactions can be run neat in standard borosilicate glassware using a low power 15-W blacklight. A wide range of functional groups is tolerated in this approach, and even complex alkenes click with the silane precursors. To demonstrate that these silanes can be used as surface coating agents, several were reacted with iron oxide superparamagnetic nanoparticles and the loadings quantified. The photoinitiated thiol - ene reaction thus offers a facile and efficient method for preparing surface-active functional trialkoxysilanes.
A novel biotinylated diazirinyl ceramide analogue for photoaffinity labeling
Hashimoto, Makoto,Hatanaka, Yasumaru
, p. 650 - 652 (2008/12/22)
A novel photoreactive ceramide analogue, which contains (3-trifluoromethyl)phenyldiazirinyl lipid and biotinylated sphingosine, was synthesized. The probe was recognized as an antigen by anti-ceramide antibody and as a substrate for sphingolipid ceramide N-deacylase. These results indicate that the probe may be useful as a photoaffinity-biotinylating agent in sphingolipid studies.
A facile, catalytic and environmentally benign method for esterification of carboxylic acids and transesterification of carboxylic esters with nearly equimolar amounts of alcohols
Bose, D. Subhas,Satyender, Apuri,Das, A. P. Rudra,Mereyala, Hari Babu
, p. 2392 - 2396 (2008/02/08)
A practical and green chemical process for the esterification of carboxylic acids with alcohols and transesterification of carboxylic esters in good to excellent yields by using K5CoW12O14· 3H2O (0.1 mol%) as catalyst is reported. The catalyst exhibited remarkable reusable activity. Georg Thieme Verlag Stuttgart.
A new mild method for the synthesis of esters and benzenethiol esters by activation of pyridine-2-thiol or benzothiazol-2-thiol esters by methyl iodide
Ravi,Mereyala
, p. 6089 - 6090 (2007/10/02)
Activation of in-situ generated pyridine-2-thiol or benzothiazol-2-thiol esters by methyl iodide at room temperature in presence of alcohols and benzenethiol yields the corresponding esters and thiol esters.