6044-21-9Relevant academic research and scientific papers
Impact of glycosylation on physico-chemical and biological properties of nitrification inhibitors
Pro, Danièle,Arkoun, Mustapha,Huguet, Samuel,Daniellou, Richard,Nugier-Chauvin, Caroline,Morvan, Jean,Wolbert, Dominique,Ourry, Alain,Yvin, Jean-Claude,Ferrières, Vincent
experimental part, p. 7095 - 7102 (2012/09/07)
The lipophilic 2-mercaptobenzothiazole (MBT), known for its nitrification inhibition properties, was derivatized thanks to direct glycosylation reactions. Similar transformations were also performed starting from 2- mercaptobenzimidazole (MBI), structurally close to MBT. The resulting S-linked mono- or disaccharides derived from d-glucose or l-arabinose, and cellobiose, gentiobiose or lactose, respectively, were subsequently studied as novel nitrification inhibitors without any further formulation or physical processes, except dilution in water. Along with ecotoxicity measurements, inhibition properties of the synthesized water soluble glycoconjugates were studied in a model reactor containing nitrification bacteria. The best results were obtained for the gentiobiosyl derivatives simply dissolved in water.
Unexpected orthogonality of S-benzoxazolyl and S-thiazolinyl glycosides: Application to expeditious oligosaccharide assembly
Kaeothip, Sophon,Pornsuriyasak, Papapida,Rath, Nigam P.,Demchenko, Alexei V.
supporting information; experimental part, p. 799 - 802 (2009/09/05)
Thorough mechanistic studies of the alkylation pathway for the activation of glycosyl thioimidates have led to the development of the " thioimidateonly orthogonal strategy". Discrimination among S-thiazolinyl (STaz) and S-benzoxazolyl (SBox) anomeric leav
A New Approach to the Synthesis of Benzothiazole, Benzoxazole, and Pyridine Nucleosides as Potential Antitumor Agents
Khodair, Ahmed I.,Al-Masoudi, Najim A.,Gesson, Jean-Pierre
, p. 2061 - 2076 (2007/10/03)
A modified nitrogen and sulfur glycosylation reaction involving benzothiazole benzoxazole and pyridine nucleoside bases with furanose and pyranose sugars are described. Conformational analysis has been studied by homo- and heteronuclear two-dimensional NMR methods (2D DFQ-COSY, HMQC and HMBC). The N and S sites of glycosylation were determined from the 1H, 13C heteronuclear multiple-quantum coherence (HMQC) experiments. All the deprotected nucleosides were tested for their potential antitumor activity.
