Limitations of Preferential Enrichment: A Case Study on Tryptophan Ethyl Ester Hydrochloride

Clément de Saint Jores; Clément Brandel; Najla Gharbi; Morgane Sanselme; Pascal Cardinaël; Gérard Coquerel

Limitations of Preferential Enrichment: A Case Study on Tryptophan Ethyl Ester Hydrochloride

Clément de Saint Jores ¹ Clément Brandel ¹ Najla Gharbi ¹ Morgane Sanselme ¹ Pascal Cardinaël ¹ Gérard Coquerel ¹

1 SMS - Sciences et Méthodes Séparatives

Abstract : Since eutomer and distomer show different biological effects, access to pure enantiomers is essential. Preferential enrichment is a relatively new process of chiral resolution developed in the 90s. Extension of its scope was attempted with tryptophan ethyl ester hydrochloride. This salt meets one of the most important requirements for preferential enrichment, namely, a larger solubility for the pure enantiomers with reference to the racemic compound. But, due to the absence of a solid solution, this salt cannot perform preferential enrichment. This impossibility was endorsed by semi‐empirical molecular modeling.

Keywords : Amino acids Chiral resolution Molecular modeling Preferential enrichment Spontaneous symmetry breaking

Type de document :

Article dans une revue

Domaine :

Sciences de l'ingénieur [physics] / Matériaux

Chimie / Chimie inorganique

Chimie / Cristallographie

Chimie / Chimie organique

Liste complète des métadonnées

https://hal-normandie-univ.archives-ouvertes.fr/hal-02276951
Contributeur : Clément Brandel <>
Soumis le : mardi 3 septembre 2019 - 11:25:44
Dernière modification le : jeudi 24 octobre 2019 - 15:34:06

Limitations of Preferential Enrichment: A Case Study on Tryptophan Ethyl Ester Hydrochloride

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