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An investigation into the specificity of soman analogues toward the antibody BE2 using electrostatic potentials
Author(s) -
Culberson John C.,
Purvis George D.,
Zerner Michael C.,
Seiders Barbara A.
Publication year - 2009
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560300826
Subject(s) - chemistry , soman , molecule , computational chemistry , biochemistry , organic chemistry , acetylcholinesterase , enzyme
We examine 19‐pinacolyl (methyl) phosphonofluoridate (soman) [CH 3 P(O)(F)OCH(CH 3 )‐C(CH 3 ) 3 ] analogues and correlate their fine specificity toward the antibody BE2 using electrostatic potentials (EP) based on INDO/S calculations. It is found that the shape of electrostatic potential surfaces can be used to anticipiate the relative binding within this homologous series of molecules. Molecules with an isolated ellipsoidal‐negative region representing the PO bond have poor relative inhibition, whereas elongated negative regions typically enclosing O‐P‐O or F‐P‐O regions, which are also surrounded by positive regions, are the most active. We present three‐dimensional color‐coded EPs to demonstrate these points.