87736-88-7Relevant academic research and scientific papers
Ammonia-free synthesis of 3-trifluoromethyl-3-phenyldiaziridine
Kumar, Arun Babu,Manetsch, Roman
, p. 626 - 631 (2018/02/26)
An ammonia-free synthesis of 3-trifluoromethyl-3-phenyldiaziridine, an important intermediate in the synthesis of a widely used photolabel 3-trifluoromethyl-3-phenyldiazirine, is described. By avoiding the use of volatile, corrosive, and toxic anhydrous ammonia, the major hazard involved in the synthesis of this widely used photolabel is eliminated. Furthermore, this synthesis is convenient compared to the conventional route, since it is significantly less time consuming and, due to the absence of liquid ammonia, this method does not require the maintenance of low temperature for prolonged periods.
SMALL MOLECULE MODULATORS OF PCSK9 AND METHODS OF USE THEREOF
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, (2016/02/22)
A compound of Formula (I): or a pharmaceutically acceptable salt, hydrate, solvate, or racemic mixture or stereoisomer thereof, and methods for preventing or treating an LDL-cholesterol-related disease or disorder using such compound(s), and kits and comp
Diazirine-containing RNA photo-cross-linking probes for capturing microRNA targets
Nakamoto, Kosuke,Ueno, Yoshihito
, p. 2463 - 2472 (2014/04/17)
Here, we report the applicability of diazirine-containing RNA photo-cross-linking probes for the identification of microRNA (miRNA) targets. The RNA cross-linking probes were synthesized by substituting the RNA nucleobases with nucleoside analogues such as 1-O-[3-(3-trifluoromethyl-3H- diazirin-3-yl)]benzyl-β-d-ribofuranose or 1-O-[4-(3-trifluoromethyl-3H- diazirin-3-yl)]benzyl-β-d-ribofuranose that carry aryl trifluoromethyl diazirine moieties. The probes were successfully cross-linked with synthetic RNAs containing the four natural nucleosides on the opposite site of the nucleoside analogues. Furthermore, it was found that miRNAs containing these analogues were effective in regulating the expression of their target genes. Thus, RNAs containing the nucleoside analogues are promising candidates as photo-cross-linking probes to identify the target mRNAs of miRNAs.
NOVEL N-BENZYLAMIDE SUBSTITUTED DERIVATIVES OF 2-(ACYLAMIDO)ACETIC ACID AND 2-(ACYLAMIDO)PROPIONIC ACIDS: POTENT NEUROLOGICAL AGENTS
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, (2009/12/27)
A first aspect of the invention is a compound (sometimes also referred to herein as an "active agent" or "active compound") of Formula (I) or ( Ia): or a pharmaceutically acceptable salt or prodrug thereof. Compositions thereof and methods of using the same (e.g. for the treatment of a neurological disease) are also described.
Fluorous aryldiazirine photoaffinity labeling reagents
Song, Zhiquan,Zhang, Qisheng
supporting information; experimental part, p. 4882 - 4885 (2010/01/06)
Two fluorous versions of trifluoromethyldiazirine derivatives have been designed and synthesized. The new photoaffinity labeling reagents have reactivity similar to that of their aryltrifluoromethyldiazirine parent when activated in MeOH, while the reacti
Trifluoromethyldiazirine: An effective photo-induced cross-linking probe for exploring amyloid formation
Smith, David P.,Anderson, Jon,Plante, Jeffrey,Ashcroft, Alison E.,Radford, Sheena E.,Wilson, Andrew J.,Parker, Martin J.
supporting information; experimental part, p. 5728 - 5730 (2009/04/13)
The separative and analytical power of ion mobility spectrometry-mass spectrometry combined with photo-induced cross-linking of site-specifically incorporated trifluoromethyldiazirine provides a powerful approach towards structural characterisation of amy
Synthesis of photoactive α-mannosides and mannosyl peptides and their evaluation for lectin labeling
Wiegand, Michaela,Lindhorst, Thisbe K.
, p. 4841 - 4851 (2007/10/03)
Adhesion to the glycosylated surface of eukaryotic cells, mediated by lectins for example, plays an important role in inflammation and other cellular processes of living organisms. To elucidate the mechanisms involved in the adhesion to cell surfaces and
Simple and versatile method for tagging phenyldiazirine photophores
Nakashima, Hiroyuki,Hashimoto, Makoto,Sadakane, Yutaka,Tomohiro, Takenori,Hatanaka, Yasumaru
, p. 15092 - 15093 (2007/10/03)
The first effective method for the introduction of a versatile substituent on 3-phenyl-3-trifluoromethyldiazirine has been developed. The simple preparation of a useful aldehyde intermediate allows easy access to various elaborated photoaffinity ligands, including a l-phenylalanine analog bearing a diazirine ring (TmdPhe). The asymmetric synthesis of TmdPhe was easily accomplished in gram quantities. Site-directed incorporation of this compound into the structure of a calmodulin-binding peptide using automated peptide synthesis afforded a photoreactive peptide that was successfully used for the specific labeling of calmodulin. Copyright
Synthesis of trifluoromethylaryl diazirine and benzophenone derivatives of etomidate that are potent general anesthetics and effective photolabels for probing sites on ligand-gated ion channels
Husain, S. Shaukat,Nirthanan, Selvanayagam,Ruesch, Dirk,Solt, Ken,Cheng, Qi,Li, Guo-Dong,Arevalo, Enrique,Olsen, Richard W.,Raines, Douglas E.,Forman, Stuart A.,Cohen, Jonathan B.,Miller, Keith W.
, p. 4818 - 4825 (2007/10/03)
To locate the binding sites of general anesthetics on ligand-gated ion channels, two derivatives of the intravenous general anesthetic etomidate (2-ethyl 1-(phenylethyl)-1H-imidazole-5-carboxylate), in which the 2-ethyl group has been replaced by photoact
A Convenient Route to the Soluble Guanylate Cyclase Activator YC-1 and its N2 Regioisomer
Fernandez, Patricia A.,Bellamy, Tom,Kling, Marcel,Madge, David J.,Selwood, David L.
, p. 1813 - 1816 (2007/10/03)
A new route to the soluble guanylate cyclase (sGC) activator YC-1 and its N2 regioisomer has been established with a Mitsunobu mediated N-alkylation as the key step. The route is utilised in the synthesis of a potential photoaffinity label.
