JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001372
Submitter
The Noguchi Institute
Reaction ID
R-0000-001372
Regist Date
2012/06/21 16:54:53
REACTANT
MOLECULE ID
JCGG-COM0001575 (Reaction Tree)
Mol
0.400 mmol
MOLECULE ID
JCGG-COM0000552
Reactant Type
HCl (gas)
MOLECULE ID
JCGG-COM0001577
Reactant Type
paraformaldehyde
Mol
4.98 equiv.
MOLECULE ID
JCGG-COM0001573
Reactant Type
potassium thioacetate
Mol
4.93 equiv.
PRODUCT
MOLECULE ID
JCGG-COM0001579 (Reaction Tree)
Yield
92%
REACTION DETAIL
Reaction Time
20 minutes, 3 hours, 2 hours
Reaction Temp
0 degree C, 0 degree C, 50 degree C
Solvent
CH2Cl2, CH2Cl2, DMF
Comment
1) 12b+HCl, paraformaldehyde, 2) allowed to stand, 3) +potassium thioacetate
COMMENT
Keywords: Bisubstrate-type sialyltransferase inhibitors, CMP-NeuAc, N-acetyllactosamine, lactose, sialic acid, ST6N, ST3N
There are multiple phases in this reaction.
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)