JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001389
Submitter
The Noguchi Institute
Reaction ID
R-0000-001389
Regist Date
2012/06/21 16:57:04
REACTANT
MOLECULE ID
JCGG-COM0001578 (Reaction Tree)
Mol
0.125 mmol
MOLECULE ID
JCGG-COM0001611 (Reaction Tree)
Mol
0.114 mmol
MOLECULE ID
JCGG-COM0000057
Reactant Type
MeOH
Mol
0.15 mmol
MOLECULE ID
JCGG-COM0001581
Reactant Type
TMS2NK (0.5 M in PhCH3)
Mol
0.15 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001612 (Reaction Tree)
Yield
21%
REACTION DETAIL
Reaction Time
2.5 hours
Reaction Temp
-10 degree C
Solvent
THF
Comment
The reactants were mixed at -78 degree in Celsius, and gradually allowed to warm to -10 degree.
TMS2NK was added dropwise.
COMMENT
Keywords: Bisubstrate-type sialyltransferase inhibitors, CMP-NeuAc, N-acetyllactosamine, lactose, sialic acid, ST6N, ST3N
REFERENCE
Reference Id
REF-0000-000071
Issn
Print
Doi
10.1021/jo030042g
PubMed ID
12839452
Journal Name
The Journal of organic chemistry. (2003) 68 (14): 5602-13.
Article Title
Systematic syntheses and inhibitory activities of bisubstrate-type inhibitors of sialyltransferases.
Author
Hiroshi, Hinou; Xue-Long, Sun; Yukishige, Ito
Affiliation
RIKEN (The Institute of Physical and Chemical Research), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan.
Reference Id
REF-0000-000072
Source
J. Org. Chem. 2003, 68, 5602-5613
Doi
10.1021/jo030042g

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)