Solid-phase synthesis of O-glycosylated Nalpha-Fmoc amino acids and analysis by high-resolution magic angle spinning NMR.
Direct O-glycosylation of amino acids bound to TentaGel resin with a number of glycosyl trichloroacetimidate donors results in high yields. The glycosylation reaction can be easily monitored by analyzing the bead-bound amino acids with high-resolution magic angle spinning (HR-MAS) NMR. These studies pave a new way for the construction of "one-bead one-compound" O-glycopeptide libraries with standard amino acid building blocks and appropriate glycosyl trichloroacetimidate donors.
Chinese Academy of Medical Sciences and Peking Union College of Medicine, Institute of Materia Medica, 1 Xian Nong Tan Street, Beijing 100050, P. R. China.
Nian-Huan
NH
Yao
Wen-Yi
WY
He
Kit S
KS
Lam
Gang
G
Liu
D000081:Acetamides; D000596:Amino Acids / Q000032:analysis / Q000138:chemical synthesis*; D062845:Chloroacetates; D005449:Fluorenes / Q000032:analysis / Q000138:chemical synthesis*; D005643:Fucose / Q000737:chemistry; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism; D014238:Trichloroacetic Acid / Q000737:chemistry
D000081:Acetamides; D000596:Amino Acids; D062845:Chloroacetates; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D005643:Fucose; D014238:Trichloroacetic Acid; C009528:trichloroacetamide