JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002407
Submitter
The Noguchi Institute
Reaction ID
R-0000-002407
Regist Date
2012/06/21 19:11:20
REACTANT
MOLECULE ID
JCGG-COM0003127 (Reaction Tree)
Reactant Type
oligosaccharide
Mol
0.02 mmol
MOLECULE ID
JCGG-COM0000530
Reactant Type
NaOMe (25% in MeOH)
Volume
0.1 mL
MOLECULE ID
JCGG-COM0001026
Reactant Type
Pd-C
Weight
20 mg
MOLECULE ID
JCGG-COM0000491
Reactant Type
glacial AcOH
Mol
1 drop
MOLECULE ID
JCGG-COM0000414
Reactant Type
H2 (gas, 40 psi)
PRODUCT
MOLECULE ID
JCGG-COM0003132 (Reaction Tree)
Yield
93%
REACTION DETAIL
Reaction Time
NOT specified, 12 hours
Reaction Temp
0 degree C, room temp
Solvent
MeOH, MeOH
Comment
1) oligosaccharide+NaOMe, 2) +all the rest
COMMENT
Keywords: xylomannan, antifreeze, Alaskan beetle, Upis ceramboides
There are multiple phases in this reaction.
REFERENCE
Reference Id
REF-0000-000339
Issn
Electronic
Doi
10.1021/jo201780e
PubMed ID
21955117
Journal Name
The Journal of organic chemistry. (2011) 76 (21): 8611-20.
Article Title
Synthesis and structural verification of the xylomannan antifreeze substance from the freeze-tolerant Alaskan beetle Upis ceramboides.
Author
David, Crich; Md Yeajur, Rahaman
Affiliation
Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, United States. dcrich@chem.wayne.edu
Reference Id
REF-0000-000340
Source
J. Org. Chem. 2011, 76, 8611-8620
Doi
10.1021/jo201780e

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