JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001185
Submitter
The Noguchi Institute
Reaction ID
R-0000-001191
Regist Date
2012/06/21 16:44:06
REACTANT
MOLECULE ID
JCGG-COM0001280 (Reaction Tree)
Mol
41.5 micro mole
MOLECULE ID
JCGG-COM0001281
Reactant Type
ethylenediamine
Mol
29.9 mmol
MOLECULE ID
JCGG-COM0000979
Reactant Type
pyridine
Mol
37 mmol
MOLECULE ID
JCGG-COM0000086
Reactant Type
Ac2O
Mol
26.5 mmol
MOLECULE ID
JCGG-COM0000530
Reactant Type
NaOMe (25% by weight in MeOH)
Mol
437 micro mole
PRODUCT
MOLECULE ID
JCGG-COM0001282 (Reaction Tree)
Yield
72%
REACTION DETAIL
Reaction Time
40 hours, 17 hours, 45.5 hours
Reaction Temp
90 degree C, room temp, NOT specified
Solvent
PhCH3/nBuOH = 2mL/8mL, pyridine/Ac2O, THF/MeOH = 2mL/5mL
Comment
1) 22a+ethylenediamine, 2) +pyridine, Ac2O, 3) +NaOMe
COMMENT
Keywords: prostate specific antigen, PSA, N-linked glycan, peptide backbone, antibody, cancer, amino acid, keyhole limpet hemocyanin, KLH
There are three phases in this reaction.
REFERENCE
Reference Id
REF-0000-000061
Issn
Electronic
Doi
10.1021/ja8028137
PubMed ID
18798614
Journal Name
Journal of the American Chemical Society. (2008) 130 (41): 13598-607.
Article Title
Toward a prostate specific antigen-based prostate cancer diagnostic assay: preparation of keyhole limpet hemocyanin-conjugated normal and transformed prostate specific antigen fragments.
Author
Vadim Y, Dudkin; Justin S, Miller; Anna S, Dudkina; Christophe, Antczak; David A, Scheinberg; Samuel J, Danishefsky
Affiliation
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, USA.
Reference Id
REF-0000-000062
Source
J. AM. CHEM. SOC. 2008, 130, 13598-13607
Doi
10.1021/ja8028137

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