JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000531
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000532
Regist Date
 2012/06/21 16:11:12
REACTANT
MOLECULE ID
 JCGG-COM0000529 (Reaction Tree)
Skeleton
JCGG-STR002614
Reactant Type
 GM1 glycan
Mol
 26 micro mole
MOLECULE ID
 JCGG-COM0000415
Reactant Type
 20% Pd(OH)2-on-charcoal
Weight
 53 mg
MOLECULE ID
 JCGG-COM0000414
Reactant Type
 H2 (gas)
MOLECULE ID
 JCGG-COM0000530
Reactant Type
 NaOMe (28% MeOH solution)
Mol
 catalytic amount
MOLECULE ID
 JCGG-COM0000531
Reactant Type
 H2O
PRODUCT
MOLECULE ID
 JCGG-COM0000532 (Reaction Tree)
Skeleton
JCGG-STR002614
Product Type
 GM1 glycan
Yield
 87%
REACTION DETAIL
Reaction Time
 19 hours, 3 days, 2 days, 1 day
Reaction Temp
 40 degree C, room temp, 40 degree C, 40 degree C
Solvent
 1:1 EtOH-THF, MeOH, MeOH, MeOH
Comment
 1) 33+Pd(OH)2-C+H2, 2) +NaOMe, 3) temperature change, 4) +H2O
COMMENT
There are four phases in this reaction.
REFERENCE
Reference Id
 REF-0000-000021
Issn
 Electronic
Doi
 10.1016/j.carres.2009.06.009
PubMed ID
 19560125
Journal Name
 Carbohydrate research. (2009) 344 (12): 1453-63.
Article Title
 Study on systematizing the synthesis of the a-series ganglioside glycans GT1a, GD1a, and GM1 using the newly developed N-Troc-protected GM3 and GalN intermediates.
Author
 Tatsuya, Komori; Akihiro, Imamura; Hiromune, Ando; Hideharu, Ishida; Makoto, Kiso
Affiliation
 Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan.
Reference Id
 REF-0000-000022
Source
 Carbohydrate Research, 344 (2009), 1453-1463
Doi
 10.1016/j.carres.2009.06.009
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)