381716-71-8Relevant articles and documents
A divergent method to prepare 5-amino-, 5-N-acetamido-, and 5-N-glycolylsialosides
Boltje, Thomas J.,Heise, Torben,Rutjes, Floris P. J. T.,Van Delft, Floris L.
, p. 5257 - 5261 (2013/09/02)
Sialic acids are essential mediators of biological processes involving carbohydrate recognition. A major determinant of sialic acid recognition is the N-5 substituent, which can be an N-acetyl (human), N-glycolyl (non-human), or amine (cancer associated) functionality. Access to homogeneous sialosides with distinct substitution patterns is essential to determine structure-activity relationships. Herein, we report a divergent chemical approach to enable the synthesis of a library of specifically substituted sialosides by using a single sialic acid building block. A major determinant of sialic acid recognition is the N-5 substituent, which can be an N-acetyl (human), N-glycolyl (non-human), or amine (cancer associated) functionality. Herein, we report a divergent chemical approach to enable the synthesis of the aforementioned 5-N-substituted sialosides by using a single sialic acid building block. Copyright
Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block
Cao, Hongzhi,Huang, Shengshu,Cheng, Jiansong,Li, Yanhong,Muthana, Saddam,Son, Bryan,Chen, Xi
, p. 2863 - 2869 (2015/11/05)
The sialyl Lewis x tetrasaccharide with a propylamine aglycon was assembled by chemoselective glycosylation from a p-tolyl thioglycosyl donor obtained from an enzymatically synthesized sialodisaccharide. Combining the advantages of highly efficient enzyma
Microbial glycosyltransferases for carbohydrate synthesis: α-2,3-sialyltransferase from Neisseria gonorrheae
Izumi,Shen,Wacowich-Sgarbi,Nakatani,Plettenburg,Wong
, p. 10909 - 10918 (2007/10/03)
The α-2,3-sialyltransferase from Neisseria gonorrheae was overproduced in E. coli for exploitation of its substrate specificity and synthetic utility. Several potential acceptor substrates were synthesized in this study, including mono- and oligosaccharid