rdf:type |
|
lifeskim:mentions |
|
pubmed:issue |
21
|
pubmed:dateCreated |
2004-10-8
|
pubmed:abstractText |
The first asymmetric synthesis of novel, potent photoreactive gamma-secretase inhibitors 2 and 3 has been accomplished. Two stereoselective methods for the preparation of lactone 9 are described. Protected benzophenone intermediate 19 is prepared via an aldol-elimination reaction followed by a PtO(2)-catalyzed asymmetric hydrogenation. Two routes leading from 19 to compounds 2 and 3 are evaluated. The application of 3 as an activity-based probe has been demonstrated by localizing gamma-secretase activity in the plasma membrane of intact cells.
|
pubmed:language |
eng
|
pubmed:journal |
|
pubmed:citationSubset |
IM
|
pubmed:chemical |
|
pubmed:status |
MEDLINE
|
pubmed:month |
Oct
|
pubmed:issn |
0022-3263
|
pubmed:author |
|
pubmed:issnType |
Print
|
pubmed:day |
15
|
pubmed:volume |
69
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
7344-7
|
pubmed:dateRevised |
2009-11-19
|
pubmed:meshHeading |
pubmed-meshheading:15471490-Alzheimer Disease,
pubmed-meshheading:15471490-Amyloid Precursor Protein Secretases,
pubmed-meshheading:15471490-Aspartic Acid Endopeptidases,
pubmed-meshheading:15471490-Carbamates,
pubmed-meshheading:15471490-Cell Membrane,
pubmed-meshheading:15471490-Dipeptides,
pubmed-meshheading:15471490-Endopeptidases,
pubmed-meshheading:15471490-Enzyme Inhibitors,
pubmed-meshheading:15471490-Humans,
pubmed-meshheading:15471490-Molecular Conformation,
pubmed-meshheading:15471490-Molecular Mimicry,
pubmed-meshheading:15471490-Peptide Fragments,
pubmed-meshheading:15471490-Photochemistry,
pubmed-meshheading:15471490-Stereoisomerism
|
pubmed:year |
2004
|
pubmed:articleTitle |
Stereoselective synthesis of photoreactive peptidomimetic gamma-secretase inhibitors.
|
pubmed:affiliation |
Molecular Pharmacology & Chemistry Program, Memorial Sloan-Kettering Cancer Center, New York, New York 10021, USA.
|
pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
|