A Note on a Regulatory View of the Importance of Chiral Discrimination

Author(s):  
J. W. Bridges
The Analyst ◽  
2021 ◽  
Author(s):  
Qianqian Zhao ◽  
Wenrong Cai ◽  
Bao-Zhu Yang ◽  
Zhengzhi Yin ◽  
Datong Wu ◽  
...  

Well dispersed chiral Ag2S quantum dots (Ag2S QDs) were facilely synthesized by using N-acetyl-L-cysteine (NALC) as the chiral ligand, which were loaded onto the nanosheets of two-dimensional (2D) few-layer carbon...


2021 ◽  
Vol 40 (1) ◽  
pp. 220-252
Author(s):  
Giovanni D’Orazio ◽  
Chiara Fanali ◽  
Chiara Dal Bosco ◽  
Alessandra Gentili ◽  
Salvatore Fanali

Abstract The determination and separation of enantiomers is an interesting and important topic of research in various fields, e.g., biochemistry, food science, pharmaceutical industry, environment, etc. Although these compounds possess identical physicochemical properties, a pair of enantiomers often has different pharmacological, toxicological, and metabolic activities. For this reason, chiral discrimination by using chromatographic and electromigration techniques has become an urgent need in the pharmaceutical field. This review intends to offer the “state of the art” about the separation of chiral antifungal drugs and several related precursors by both liquid and gas chromatography, as well as electromigration methods. This overview is organized into two sections. The first one describes general considerations on chiral antifungal drugs. The second part deals with the main analytical methods for the enantiomeric discrimination of these drugs, including a brief description of chiral selectors and stationary phases. Moreover, many recent applications attesting the great interest of analytical chemists in the field of enantiomeric separation are presented.


2010 ◽  
Vol 55 (15) ◽  
pp. 4501-4505 ◽  
Author(s):  
Mariko Matsunaga ◽  
Daisuke Yamamoto ◽  
Takuya Nakanishi ◽  
Tetsuya Osaka

2003 ◽  
Vol 56 (12) ◽  
pp. 1187 ◽  
Author(s):  
Paul V. Bernhardt ◽  
Tri Erny Dyahningtyas ◽  
Jack M. Harrowfield ◽  
Jee-Young Kim ◽  
Yang Kim ◽  
...  

Chiral resolution of the cobalt cage complexes [Co(diNOsar)]3+ and [Co(diAMsarH2)]5+ have been achieved by selective crystallization with the anion bis-μ-(R), (R)-tartratodiantimonate(III) ([Sb2(R,R-tart)2]2–) and also by column chromatography with Na2[Sb2(R,R-tart)2] as eluent. The X-ray crystal structures of Λ-[Co(diNOsar)][Sb2(R,R-tart)2]Cl . 7 H2O and Δ-[Co(diAMsarH2)][Sb2(R,R-tart)2]2Cl . 14 H2O are reported, which reveal an unexpected reversal of chiral discrimination when the cage substituent is changed from nitro (Λ-enantiomer) to ammonio Δ-enantiomer) and shows that the ammonio-substituted cage is capable of forming a three-point hydrogen-bonding interaction with each complex anion, whereas the nitro analogue can only form two hydrogen bonds with each [Sb2(R,R-tart)2]2– anion. During cation exchange chromatography of the racemic cobalt cage complexes with Na2[Sb2(R,R-tart)2] as eluent, Λ-[Co(diNOsar)]3+ elutes first, which implies a tighter ion pairing interaction than for the Δ-enantiomer. On the other hand, Δ-[Co(diAMsarH2)]5+ elutes first during chromatography under identical conditions, which is also consistent with a preferred outer-sphere complex formed between Δ-[Co(diAMsarH2)]5+ and [Sb2(R,R-tart)2]2– relative to Λ-[Co(diAMsarH2)]5+ and [Sb2(R,R-tart)2]2–.


1998 ◽  
Vol 829 (1-2) ◽  
pp. 101-113 ◽  
Author(s):  
Gianni Galaverna ◽  
Roberto Corradini ◽  
Arnaldo Dossena ◽  
Emma Chiavaro ◽  
Rosangela Marchelli ◽  
...  

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 993
Author(s):  
Błażej Grodner ◽  
Mariola Napiórkowska

In this study, a complex consisting of 2-hydroxypropyl-β-cyclodextrin and 5,10,15,20-tetrakis (4-hydroxyphenyl) porphyrin, (named dual chiral-achiral selector complex) was used for the determination of two novel potential anticancer agents of (I) and (II) aminoalkanol derivatives. This work aimed at developing an effective method that can be utilized for the determination of I (S), I (R), and II (S) and II (R) enantiomers of (I) and (II) compounds through the use of a dual chiral-achiral selector complex consisting of hydroxypropyl-β-cyclodextrin and 5,10,15,20-tetrakis (4-hydroxyphenyl) porphyrin system by applying capillary electrophoresis. This combination proved to be beneficial in achieving high separation selectivity due to the combined effects of different modes of chiral discrimination. The enantiomers of (I) and (II) compounds were separated within a very short time of 3.6–7.2 min, in pH 2.5 phosphate buffer containing 2-hydroxypropyl-β-cyclodextrin and 5,10,15,20-tetrakis (4-hydroxyphenyl) porphyrin system at a concentration of 5 and 10 mM, respectively, at 25 °C and +10 kV. The detection wavelength of the detector was set at 200 nm. The LOD for I (S), I (R), II (S), and II (R) was 65.2, 65.6, 65.1, and 65.7 ng/mL, respectively. LOQ for I (S), I (R), II (S), and II (R) was 216.5, 217.8, 217.1, and 218.1 ng/mL, respectively. Recovery was 94.9–99.9%. The repeatability and reproducibility of the method based on the values of the migration time, and the area under the peak was 0.3–2.9% RSD. The stability of the method was determined at 0.1–4.9% RSD. The developed method was used in the pilot studies for determining the enantiomers I (S), I (R), II (S), and II (R) in the blood serum.


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