introduced as chiral ion mobility mass spectrometry (CIMS). The authors demonstrated the usefulness of this technique by separating a variety of racemic mixtures
into enantiomers of different substance classes (including pharmaceutical, carbohydrates and amino acids). The here demonstrated direct separation is considered a
promising technique for separation in μg amounts. However, for low amount
characterisation (> μg total amount) this separation technique is not yet sensitive
enough (Dwivedi et al. 2006).
6.4 Vibrational Circular Dichroism (VCD)
Enantioselective semipreparative HPLC separation of atropiosomeric PCB metabolites and their absolute structure elucidation using electronic and vibrational circular
dichroism was described by Pham-Tuan et al. (2005). The first step included
enantioselective semipreparative liquid chromatography to obtain pure enantiomers
of PCB metabolites. Thereafter, electronic circular dichroism (UV-CD) and vibrational circular dichroism (VCD) in combination with computational techniques were
applied to determine their absolute structures. Approximately 18–25 mg of each
enantiomer of the following metabolites was obtained using semipreparative HPLC
on β-cyclodextrin-based columns: 4-MeO-CB149, 4-MeS-CB149, 4-MeSO 2 -
CB149, 3-MeS-CB149 and 3-MeSO 2 -CB149. The enantiomeric purity of the separated enantiomers was in the range of 95.0–99.9%. Rotational angles and absolute
configurations were also determined. This study establishes a sound method for
future preparation and absolute structure determination of compounds belonging to
the same class. Exact details are described in the paper by Pham-Tuan (Pham-Tuan
et al. 2005).
6.5 Recent Reviews
For a comprehensive overview of this new emerging chapter in enantiomer-selective
analysis and structure elucidation, we refer to recent reviews (Schalley 2001;
Turecek 2007; Kolev et al. 2010; Awad and El-Aneed 2013; Yu and Yao 2017;
Chen et al. 2018).
References
Aizawa S, Kidani T, Takada S, Ofusa Y (2015) Simple resolution of enantiomeric NMR signals of
alpha-amino acids by using samarium(III) nitrate with L-tartarate. Chirality 27(5):353–357
References
93
Précédent

- 103/331

Suivant