JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001136
Submitter
The Noguchi Institute
Reaction ID
R-0000-001138
Regist Date
2012/06/21 16:41:05
REACTANT
MOLECULE ID
JCGG-COM0001283 (Reaction Tree)
Mol
0.0227 mmol
MOLECULE ID
JCGG-COM0000756
Reactant Type
NH3 (liquid)
MOLECULE ID
JCGG-COM0000160
Reactant Type
Na (solid)
MOLECULE ID
JCGG-COM0001284
Reactant Type
NH4Cl (solid)
MOLECULE ID
JCGG-COM0000549
Reactant Type
NaHCO3 (sat. aq.)
MOLECULE ID
JCGG-COM0000086
Reactant Type
Ac2O
PRODUCT
MOLECULE ID
JCGG-COM0001285 (Reaction Tree)
Yield
64%
REACTION DETAIL
Reaction Time
10 + 120 minutes, 3 hours, 2 hours
Reaction Temp
-78 degree C, 25 degree C, room temp
Solvent
liquid NH3, NO solvent, Ac2O
Comment
1) NH3+Na, 14, 2) +NH4Cl, 3) +all the rest
14 was added 10 minutes after the start of the first phase.
COMMENT
Keywords: cancer, prostate gland, prostatic epithelium, prostate specific antigen, PSA, amino acid residues
There are three phases in this reaction.
ATTENTION: NaOMe appearing in Scheme 1 is not mentioned in the written method.
REFERENCE
Reference Id
REF-0000-000054
Issn
Print
Doi
10.1021/ja037988s
PubMed ID
14733546
Journal Name
Journal of the American Chemical Society. (2004) 126 (3): 736-8.
Article Title
Chemical synthesis of normal and transformed PSA glycopeptides.
Author
Vadim Y, Dudkin; Justin S, Miller; Samuel J, Danishefsky
Affiliation
Laboratory for Bioorganic Chemistry, The Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10021, USA.
Reference Id
REF-0000-000055
Source
J. Am. Chem. Soc., 2004, 126 (3), pp 736-738
Doi
10.1021/ja037988s

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