3947-62-4Relevant articles and documents
Chromatographic procedures for isolating α,β-trehalose formed during the preparation of β,β-trehalose
Parrish, Frederick W.,Meagher, Michael M.,Reilly, Peter J.
, p. 129 - 135 (1987)
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Controlled In-Cell Generation of Active Palladium(0) Species for Bioorthogonal Decaging
Bernardes, Gon?alo J. L.,Day, Jason,Domingos, Josiel B.,Jiménez-Moreno, Ester,Kon?, Juraj,Latocheski, Eloah,Pérez, Laura Rodríguez,Sabatino, Valerio
supporting information, (2022/01/11)
Owing to their bioorthogonality, transition metals have become very popular in the development of biocompatible bond-cleavage reactions. However, many approaches require design and synthesis of complex ligands or formulation of nanoparticles which often perform poorly in living cells. This work reports on a method for the generation of an active palladium species that triggers bond-cleaving reactions inside living cells. We utilized the water-soluble Na2PdCl4 as a simple source of PdII which can be intracellularly reduced by sodium ascorbate to the active Pd0 species. Once generated, Pd0 triggers the cleavage of allyl ether and carbamate caging groups leading to the release of biologically active molecules. These findings do not only expand the toolbox of available bioorthogonal dissociative reactions but also provide an additional strategy for controlling the reactivity of Pd species involved in Pd-mediated bioorthogonal reactions.
Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride
Bannykh, Anton,Khomutnyk, Yaroslav,Kim, Sungjin,Nagorny, Pavel
supporting information, p. 190 - 194 (2021/01/13)
This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.