JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001148
Submitter
The Noguchi Institute
Reaction ID
R-0000-001156
Regist Date
2012/06/21 16:42:11
REACTANT
MOLECULE ID
JCGG-COM0001311 (Reaction Tree)
Mol
0.044 mmol
MOLECULE ID
JCGG-COM0001279 (Reaction Tree)
Mol
0.455 mmol
MOLECULE ID
JCGG-COM0001277
Reactant Type
(BrC6H4)3NSbCl6
Mol
0.5 mmol (total)
PRODUCT
MOLECULE ID
JCGG-COM0001312 (Reaction Tree)
Yield
19%
REACTION DETAIL
Reaction Time
40 minutes, 20 hours
Reaction Temp
10 degree C, room temp
Solvent
dry MeCN, dry MeCN
Comment
1) 11+(BrC6H4)3NSbCl6, 9, 2) the second addition of (BrC6H4)3NSbCl6
MS 3A was included in the solvent.
The reaction was conducted with exclusion of light.
9 was added dropwise.
Before the reaction, 11 and 9 were prepared independently and stirred with MS 3A in MeCN for 1 hour at room temperature.
COMMENT
Keywords: cancer, prostate gland, prostatic epithelium, prostate specific antigen, PSA, amino acid residues
(BrC6H4)3NSbCl6 = Tris(4-bromophenyl)aminium Hexachloroantimonate (CAS number: 24964-91-8)
There are two phases in this reaction.
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)