Tetrahedron Letters p. 6591 - 6593 (1999)
Update date:2022-08-05
Topics: Chemoenzymatic synthesis Glycosylation Oligosaccharide
Yasukochi, Takashi
Fukase, Koichi
Kusumoto, Shoichi
3-Nitro-2-pyridyl (3NPy) glycosides, which act as versatile glycosyl donors in enzymatic transglycosylation, can also be chemically activated. Chemical glycosylation with protected 3NPy glycosides was readily effected at -20°C by using TMSOTf as a catalyst to afford the desired glycosides in good yields. A trisaccharide serine conjugate Gal(β1-3)Gal(β1-4)Xylβ-Ser was synthesized by combined use of enzymatic and chemical glycosylations. The trisaccharide 3NPy glycoside was prepared by stepwise transglycosylation of a Gal-3NPy donor to a Xyl-3NPy acceptor by using a β-galactosidase. After protection of the free hydroxy groups of the trisaccharide by acetylation, the 3NPy glycoside was then subjected to chemical glycosylation of a serine residue to afford the trisaccharide serine conjugate.
View MoreZibo Xiaoguang Chemical Material Co., Ltd
Contact:15954099116
Address:Boshan Development Zone
JinTan Pingsheng Chemical Co.,Ltd
Contact:+86-519-82828200
Address:NO.11Danfengxilu Road,Jintan City,Jiangsu,China
Jiangsu Chiatai Qingjiang Pharmaceutical Co.,Ltd
Contact:+86-517-86283327
Address:9 North Hantai Road, Huaian, China
Contact:+86-10-67147360/67107388
Address:No.18 Guangming Zhongjie, Chongwen District, Beijing, 100061, China
TIANJIN FESTO CHEMICAL CO.,LTD(expird)
Contact:86-22-25814570
Address:No.12th,5th Ave.,TEDA,Tianjin,China
Doi:10.1016/0040-4020(96)00752-1
(1996)Doi:10.1021/jo961047z
(1996)Doi:10.1002/(SICI)1522-2675(19990113)82:1<12::AID-HLCA12>3.0.CO;2-L
(1999)Doi:10.1039/p19960002173
(1996)Doi:10.1016/0040-4039(96)01700-5
(1996)Doi:10.1016/0960-894X(96)00434-9
(1996)