Synthesis of fluorescent probes directed to the active site gorge of acetylcholinesterase

Authors
Saltmarsh, JR Boyd, AE Rodriguez, OP Radic, Z Taylor, P Thompson, CM
Citation
Jr. Saltmarsh et al., Synthesis of fluorescent probes directed to the active site gorge of acetylcholinesterase, BIOORG MED, 10(14), 2000, pp. 1523-1526
Citations number
25
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
14
Year of publication
2000
Pages
1523 - 1526
Database
ISI
SICI code
0960-894X(20000717)10:14<1523:SOFPDT>2.0.ZU;2-S
Abstract
Six organophosphorus compounds linked to fluorophore groups were prepared i n an effort to selectively modify the active site of acetylcholinesterase a nd deliver probes to the gorge region. Two compounds that vary by the lengt h of a methylene (CH2) group, pyrene-SO2NH(CH2)(n)NHC(O)CH2CH2P(O)(OEt)(F) (where n=2 or 3) were found to be potent, irreversible inhibitors of recomb inant mouse AChE (K(i)congruent to 10(5) M-1 min(-1)). Size exclusion chrom atography afforded a fluorescently-labeled cholinesterase conjugate. (C) 20 00 Elsevier Science Ltd. All rights reserved.