280144-00-5Relevant academic research and scientific papers
Site-Selective Acylations of α- And β-Hydroxyamides in Complex Molecules: Application of Template-Driven Acylation to Disaccharides and a Glycopeptide
Nishikawa, Yasuhiro,Toda, Shione,Matsui, Takami,Takada, Hanae,Takemoto, Kohei,Hara, Osamu
, p. 2715 - 2719 (2021)
Site-selective acylations of α-and β-hydroxyamides in complex polyols are described. The combination of a pyridine aldoxime ester and Zn(OTf)2 facilitates the acylation of two types of N-glycolyl disaccharides, namely, Gal-GlcNGc and Neu5Gc-Gal, both of which are partial structures of polysaccharides responsible for biological actions, with highly site-selective modifications achieved. Furthermore, biotinylation, one of the most important techniques in chemical biology, is used to site-selectively acylate the β-hydroxyl group in a glycopeptide.
Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols
Whitten, Kyle M.,Makriyannis, Alexandros,Vadivel, Subramanian K.
experimental part, p. 5422 - 5428 (2012/09/08)
The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized C. antarctica within 2 h with yields ranging from 36% to 83%. Similar reaction conditions with immobilized R. miehei yielded exclusively the 2-MAG after 24 h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved.
