The main purpose of this work is the development and validation of a general scheme based on a systematic and automatic "quasi-flexible" docking approach for studying stereoselective recognition mechanisms. To achieve our goals we explore the conformational and configurational space for small- or medium-size flexible mols. in a systematic way, seeking a method that is both reasonably accurate and relatively fast from the computational point of view. In particular, we have developed a general computational protocol for the global mol. interaction evaluation ("Glob-MolInE") to efficiently explore the orientational and conformational space of flexible selectors and selectands used in modern chiral high-performance liq. chromatog. (HPLC); the enantioselective binding of the selector (S)-N-(3,5-dinitrobenzoyl)-leucine-n-propylamide (S)-1 towards the selectand N-(2-naphthyl)-alanine Me ester 2 has been studied; the global min. obtained for the homochiral assoc. [S(1)/S(2)] (Pop. >99%) is very close (RMS 0.20) to the crystallog. detd. structure. [on SciFinder(R)]
A «quasi flexible» automatic docking processing for studying stereoselective recognition mechanisms. Part I. Protocol validation / S., Alcaro; Gasparrini, Francesco; O., Incani; Misiti, Domenico; Pierini, Marco; Villani, Claudio. - In: JOURNAL OF COMPUTATIONAL CHEMISTRY. - ISSN 0192-8651. - STAMPA. - 21:(2000), pp. 515-530. [10.1002/(SICI)1096-987X(200005)21:7<515::AID-JCC2>3.3.CO;2-X]
A «quasi flexible» automatic docking processing for studying stereoselective recognition mechanisms. Part I. Protocol validation.
GASPARRINI, Francesco;MISITI, Domenico;PIERINI, MARCO;VILLANI, Claudio
2000
Abstract
The main purpose of this work is the development and validation of a general scheme based on a systematic and automatic "quasi-flexible" docking approach for studying stereoselective recognition mechanisms. To achieve our goals we explore the conformational and configurational space for small- or medium-size flexible mols. in a systematic way, seeking a method that is both reasonably accurate and relatively fast from the computational point of view. In particular, we have developed a general computational protocol for the global mol. interaction evaluation ("Glob-MolInE") to efficiently explore the orientational and conformational space of flexible selectors and selectands used in modern chiral high-performance liq. chromatog. (HPLC); the enantioselective binding of the selector (S)-N-(3,5-dinitrobenzoyl)-leucine-n-propylamide (S)-1 towards the selectand N-(2-naphthyl)-alanine Me ester 2 has been studied; the global min. obtained for the homochiral assoc. [S(1)/S(2)] (Pop. >99%) is very close (RMS 0.20) to the crystallog. detd. structure. [on SciFinder(R)]I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.