JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002812
Submitter
The Noguchi Institute
Reaction ID
R-0000-002812
Regist Date
2012/06/21 19:52:29
REACTANT
MOLECULE ID
JCGG-COM0000591 (Reaction Tree)
Reactant Type
azido-saccharide
Mol
1.00 mmol
MOLECULE ID
JCGG-COM0003684 (Reaction Tree)
Reactant Type
alkynyl-thiogalactoside
Mol
1.00 mmol per mol of azide
MOLECULE ID
JCGG-COM0003688
Reactant Type
CuSO4
Mol
0.25 mmol per mol of azide
MOLECULE ID
JCGG-COM0003689
Reactant Type
sodium ascorbate
Mol
0.50 mmol per mol of azide
PRODUCT
MOLECULE ID
JCGG-COM0003692 (Reaction Tree)
Yield
89%
REACTION DETAIL
Reaction Time
10 to 16 hours
Reaction Temp
room temp
Solvent
dioxane/H2O = 8/2 (35mL)
COMMENT
Keywords: biological systems, oligoethyleneglycol chains, trehalose, maltose, maltotriose, direct azidation, microwave irradiation
Alternatively, the mixture was stirred under microwave irradiation during 40 minutes.
REFERENCE
Reference Id
REF-0000-000369
Issn
Electronic
Doi
10.1021/jo102421e
PubMed ID
21446743
Journal Name
The Journal of organic chemistry. (2011) 76 (9): 3064-77.
Article Title
Synthesis of multivalent glycoclusters from 1-thio-β-D-galactose and their inhibitory activity against the β-galactosidase from E. coli.
Author
Alejandro J, Cagnoni; Oscar, Varela; Sébastien G, Gouin; José, Kovensky; María Laura, Uhrig
Affiliation
CIHIDECAR-CONICET, Departamento de Qui?mica Orga?nica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina.
Reference Id
REF-0000-000370
Source
J. Org. Chem. 2011, 76, 3064-3077
Doi
10.1021/jo102421e

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