Recommanded Product: N-tert-ButoxycarbonylhydroxylamineIn 2021 ,《Mechanism-based design of quinoline potassium acyltrifluoroborates (KATs) for rapid amide-forming ligations at physiological pH》 appeared in Journal of the American Chemical Society. The author of the article were Tanriver, Matthias; Dzeng, Yi-Chung; Da Ros, Sara; Lam, Erwin; Bode, Jeffrey W.. The article conveys some information:
Potassium acyltrifluoroborates (KATs) undergo chemoselective amide-forming ligations with hydroxylamines. Under aqueous, acidic conditions these ligations can proceed rapidly, with rate constants of ~20 M-1 s-1. The requirement for lower pH to obtain the fastest rates, however, limits their use with certain biomols. and precludes in vivo applications. By mechanistic investigations into the KAT ligation, including kinetic studies, X-ray crystallog., and DFT calculations, we have identified a key role for a proton in accelerating the ligation. We applied this knowledge to the design and synthesis of 8-quinolyl acyltrifluoroborates, a new class of KATs that ligates with hydroxylamines at pH 7.4 with rate constants >4 M-1 s-1. We trace the enhanced rate at physiol. pH to unexpectedly high basicity of the 8-quinoline-KATs, which leads to their protonation even under neutral conditions. This proton assists the formation of the key tetrahedral intermediate and activates the leaving groups on the hydroxylamine toward a concerted 1,2-BF3 shift that leads to the amide product. We demonstrate that the fast ligations at pH 7.4 can be carried out with a protein substrate at micromolar concentrations The experimental part of the paper was very detailed, including the reaction process of N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Recommanded Product: N-tert-Butoxycarbonylhydroxylamine)
N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Recommanded Product: N-tert-Butoxycarbonylhydroxylamine
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