Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block.
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 enzymatic synthesis of sialoside building blocks, and diverse chemical glycosylation, this chemoenzymatic approach is practical for obtaining complex sialosides and their analogues.
Cao
Hongzhi
H
Department of Chemistry, University of California, One Shields Avenue, Davis, CA 95616, USA.
Huang
Shengshu
S
Cheng
Jiansong
J
Li
Yanhong
Y
Muthana
Saddam
S
Son
Bryan
B
Chen
Xi
X
D006801:Humans; D007249:Inflammation / Q000503:physiopathology; D008958:Models, Molecular; D008968:Molecular Conformation; D009362:Neoplasm Metastasis / Q000503:physiopathology; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D019087:Selectins / Q000502:physiology; D012794:Sialic Acids / Q000737:chemistry; D000080506:Sialyl Lewis X Antigen
D009844:Oligosaccharides; D019087:Selectins; D012794:Sialic Acids; D000080506:Sialyl Lewis X Antigen