JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002145
Submitter
The Noguchi Institute
Reaction ID
R-0000-002145
Regist Date
2012/06/21 18:39:38
REACTANT
MOLECULE ID
JCGG-COM0002789 (Reaction Tree)
Mol
0.16 to 0.234 mmol
MOLECULE ID
JCGG-COM0002790
Reactant Type
n-BuOH (solvent)
Volume
5 mL
MOLECULE ID
JCGG-COM0001281
Reactant Type
ethylenediamine
Volume
2.5 mL
MOLECULE ID
JCGG-COM0000979
Reactant Type
pyridine (solvent)
Volume
5 mL
MOLECULE ID
JCGG-COM0000086
Reactant Type
Ac2O (solvent)
Volume
5 mL
PRODUCT
MOLECULE ID
JCGG-COM0002791 (Reaction Tree)
Yield
55%(at least)
REACTION DETAIL
Reaction Time
12 hours, 12 hours
Reaction Temp
90 degree C, room temp
Solvent
n-BuOH, pyridine/Ac2O
Comment
1) 15+n-BuOH, ethylenediamine, 2) +all the rest
COMMENT
Keywords: mannose-6-phosphate, M6P, N-linked glycans, eukaryotic cells, N-acetylglucosamine, GlcNAc, sequential deprotection
There are multiple phases in this reaction.
REFERENCE
Reference Id
REF-0000-000321
Issn
Electronic
Doi
10.1021/jo2010999
PubMed ID
21955083
Journal Name
The Journal of organic chemistry. (2011) 76 (21): 8682-9.
Article Title
Chemical synthesis of N-linked glycans carrying both mannose-6-phosphate and GlcNAc-mannose-6-phosphate motifs.
Author
Yunpeng, Liu; Gong, Chen
Affiliation
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States.
Reference Id
REF-0000-000322
Source
J. Org. Chem., 2011, 76 (21), pp 8682-8689
Doi
10.1021/jo2010999

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