JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002138
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002138
Regist Date
 2012/06/21 18:37:26
REACTANT
MOLECULE ID
 JCGG-COM0001071 (Reaction Tree)
Skeleton
JCGG-STR032527
Mol
 0.1 mmol
MOLECULE ID
 JCGG-COM0002779 (Reaction Tree)
Skeleton
JCGG-STR008690
Mol
 0.2 mmol
MOLECULE ID
 JCGG-COM0000746
Reactant Type
 1H-tetrazole (0.45 M in MeCN)
Volume
 1.0 mL
MOLECULE ID
 JCGG-COM0001624
Reactant Type
 t-BuO2H (70% in water)
Volume
 47 micro L
PRODUCT
MOLECULE ID
 JCGG-COM0002780 (Reaction Tree)
Yield
 90%
REACTION DETAIL
Reaction Time
 12 hours, 2 hours
Reaction Temp
 room temp, -40 degree C
Solvent
 CH2Cl2, CH2Cl2
Comment
 1) 6+4, 1H-tetrazole, 2) +t-BuO2H
COMMENT
Keywords: mannose-6-phosphate, M6P, N-linked glycans, eukaryotic cells, N-acetylglucosamine, GlcNAc, sequential deprotection
There are multiple phases in this reaction.
ATTENTION: MS 4A appearing in the scheme is not mentioned in the written method.
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)