JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001138
Submitter
The Noguchi Institute
Reaction ID
R-0000-001145
Regist Date
2012/06/21 16:41:30
REACTANT
MOLECULE ID
JCGG-COM0001274 (Reaction Tree)
Mol
0.16 mmol
MOLECULE ID
JCGG-COM0001298 (Reaction Tree)
Mol
0.05 mmol
MOLECULE ID
JCGG-COM0001277
Reactant Type
(BrC6H4)3NSbCl6
Mol
NOT specified
MOLECULE ID
JCGG-COM0000530
Reactant Type
NaOMe (25 wt % in MeOH)
Volume
0.3 mL
PRODUCT
MOLECULE ID
JCGG-COM0001300 (Reaction Tree)
Yield
71%
REACTION DETAIL
Reaction Time
1 hour, 40 minutes, 12 hours, overnight
Reaction Temp
15 degree C, 15 degree C, room temp, room temp
Solvent
dry MeCN, dry MeCN, dry MeCN, dry MeOH
Comment
1) 10+MS 3A, 2) +(BrC6H4)3NSbCl6, 22, 3) the second addition of (BrC6H4)3NSbCl6, 4) +NaOMe
MS 3A was included in the solvent.
The reaction was conducted with exclusion of light.
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 four 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

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