JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002855
Submitter
The Noguchi Institute
Reaction ID
R-0000-002855
Regist Date
2012/06/21 19:59:35
REACTANT
MOLECULE ID
JCGG-COM0003739 (Reaction Tree)
Reactant Type
donor
Mol
62 micro mole
MOLECULE ID
JCGG-COM0003735 (Reaction Tree)
Reactant Type
acceptor
Mol
32 micro mole
MOLECULE ID
JCGG-COM0000129
Reactant Type
NIS
Mol
98 micro mole
MOLECULE ID
JCGG-COM0000111
Reactant Type
TfOH (in 0.1 mL of CH2Cl2)
Mol
9 micro mole
PRODUCT
MOLECULE ID
JCGG-COM0003746 (Reaction Tree)
Yield
unknown
REACTION DETAIL
Reaction Time
30 minutes, 1 hour
Reaction Temp
-20 degree C, -20 degree C
Solvent
anhydrous CH2Cl2 (1mL), anhydrous CH2Cl2 (1+0.1mL)
Comment
1) donor+acceptor, NIS, MS 3A, 2) +TfOH
MS 3A was included in the solvent.
COMMENT
Keywords: Biantennary, N-glycans, LacNAc, LacdiNAc, SPPS
There are multiple phases in this reaction.
88 g of a fraction composed of nonasaccharides was obtained.
REFERENCE
Reference Id
REF-0000-000371
Issn
Electronic
Doi
10.1021/jo200149d
PubMed ID
21612260
Journal Name
The Journal of organic chemistry. (2011) 76 (13): 5229-39.
Article Title
Synthesis of biantennary complex-type nonasaccharyl asn building blocks for solid-phase glycopeptide synthesis.
Author
Masashi, Hagiwara; Mizuki, Dohi; Yuko, Nakahara; Keiko, Komatsu; Yuya, Asahina; Akiharu, Ueki; Hironobu, Hojo; Yoshiaki, Nakahara; Yukishige, Ito
Affiliation
Department of Applied Biochemistry, Institute of Glycoscience, Tokai University, 4-1-1 Kitakaname, Hiratsuka-shi, Kanagawa 259-1292, Japan.
Reference Id
REF-0000-000372
Source
J. Org. Chem. 2011, 76, 5229-5239
Doi
10.1021/jo200149d

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