Dalgliesh three-point interaction

Within the solute/CSP complex, chiral recognition is based on the "three-point interaction" model proposed by Dalgliesh (12). According to this mechanism, three interactions occur between the solute and chiral selec-... 

This separation technique, usually known as chiral ligand exchange chromatography (CLEC), was based on the three-point interaction rule, postulated by Dalgliesh [2] in 1952. 

The concept of the three-point fit was proposed in 1933 [11]. In this model, stereochemical differences in pharmacological activities were due to the differential binding of enantiomers to a common site on a receptor surface. The three-point interaction model was revisited by Ogston [12]. However, the often-quoted paper is the one from Dalgliesh [13], who invoked a three-point interaction to explain the enantioselective separation of amino acids on cellulose paper. The three-point interaction rule differs from the three-point attachment rule as was pointed out by Davankov [14], who states that the condition for a chiral selector to recognize the enantiomers is that at least three configuration-dependent active points of the selector molecule should interact with three complementary... 

While Pasteur made the historical discovery, subsequent advances in the resolution of enantiomers by crystallization were based on empirical results. Several attempts to separate enantiomers using paper chromatography were met with unsystematic results. In 1952 Dalgliesh postulated that three points of simultaneous interaction between the enantiomeric analyte and the stationary phase are required for the separation of enantiomers [2]. 

Recent experimental results have confirmed the principle of chiral interaction (three-point rule) postulated as early as 19S2 by Dalgliesh (56). Additionally, the results prove that the separation models developed for ligand exchange by high-performance liquid chromatography (16,156,157) are also valid for T1.C the diastereomeric complexes formed with the metal ion (e.g., Cu ) and the chiral adsorbent have different stabilities for the different antipodes, and thus chromatographic separation is achieved. 

Inspired by Easson and Stedman s work, Dalgliesh established the three-point attachment model in 1952 to elucidate the chromatographic separation of D-/L-amino acids in cellulose paper chromatography [22]. The Dalgliesh s model was later improved by Lochmuller and Souter [23]. According to this three-point attachment model, it is necessary to have at least three attractive interactions, or two attractive and one repulsive (steric) interaction between the receptor and one of the... 

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