JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001078
Submitter
The Noguchi Institute
Reaction ID
R-0000-001085
Regist Date
2012/06/21 16:38:22
REACTANT
MOLECULE ID
JCGG-COM0001210 (Reaction Tree)
Reactant Type
peracetylated octasaccharide
Mol
0.00500 mmol
MOLECULE ID
JCGG-COM0000753
Reactant Type
DMDO (0.075 M in acetone)
Volume
0.15 mL
MOLECULE ID
JCGG-COM0000316
Reactant Type
allyl alcohol (solvent)
Volume
3 mL
PRODUCT
MOLECULE ID
JCGG-COM0001211 (Reaction Tree)
Yield
48%
MOLECULE ID
JCGG-COM0001212 (Reaction Tree)
Product Type
mannose type isomer
Yield
37%
REACTION DETAIL
Reaction Time
45 minutes, overnight
Reaction Temp
0 degree C, room temp
Solvent
CH2Cl2, allyl alcohol
Comment
1) 59+DMDO, 2) +all the rest
COMMENT
There are two phases in this reaction.
REFERENCE
Reference Id
REF-0000-000048
Issn
Print
PubMed ID
11273599
Journal Name
Journal of the American Chemical Society. (2001) 123 (1): 35-48.
Article Title
Total syntheses of tumor-related antigens N3: probing the feasibility limits of the glycal assembly method.
Author
H M, Kim; I J, Kim; S J, Danishefsky
Affiliation
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Ave., New York, New York 10021, USA.
Reference Id
REF-0000-000049
Source
J. Am. Chem. Soc. 2001, 123, 35-48
Doi
10.1021/ja0022730

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