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Evaluation of deep eutectic solvents chiral selectors based on lactobionic acid in capillary electrophoresis

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Abstract

Recently, deep eutectic solvents (DESs) have attracted considerable interest in analytical chemistry. This work described the enantioseparations of twenty amino alcohol drugs with several DESs based on lactobionic acid (LA) as the sole chiral selector in capillary electrophoresis (CE) firstly. Compared to the single LA system and the ionic liquid/LA synergistic system, the DES system exhibited considerably improved separations. The influences of some key parameters on separations were investigated in detail. This work also experimentally demonstrated that the carboxyl group was indispensable in the process of chiral recognition. The mechanisms of the improvements of DESs on enantioseparations were studied via ultraviolet spectroscopy. Furthermore, the proposed method was used to determine the enantiomeric purity of propranolol hydrochloride successfully. This is the first time that chiral DESs were utilized as the sole chiral selectors in CE, and this strategy has opened up a new prospect for the use of DESs in enantioseparation.

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Abbreviations

CE:

Capillary electrophoresis

DESs:

Deep eutectic solvents

HBA:

Hydrogen bond acceptor

HBD:

Hydrogen bond donor

ILs:

Ionic liquids

LA:

Lactobionic acid

TEACl:

Tetraethylammonium chloride

TBACl:

Tetrabutylammonium chloride

TBPCl:

Tetrabutylphosphonium chloride

PRO:

Propranolol

MET:

Metoprolol

SOT:

Sotalol

BIS:

Bisoprolol

ESM:

Esmolol

ATE:

Atenolol

CLE:

Clenbuterol

TUL:

Tulobuterol

PCT:

Procaterol

CAR:

Carvedilol

RIT:

Ritodrine

BAM:

Bambuterol

CLO:

Clopronaline

TER:

Terbutaline

SAL:

Salbutamol

BEV:

Bevantolol

SYN:

Synephrine

PPF:

Propafenone

ACE:

Acebutolol

OCT:

Octopamine

EPI:

Epinephrine

ISO:

Isoproterenol

Rs:

Resolution

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Funding

This work was financially supported by grants from Jiangsu Provincial Research Hospital (No. YJXYY202204-YSB66), the National Natural Science Foundation of China (Nos. 81900528; 82272624), Nantong Basic Research Project (No. JC12022046), Specialized Research Fund of Changzhou Siyao Pharm (No. ntyx2203), and Jiangsu Research Hospital Association for Precision Medication (No. JY202126).

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Authors and Affiliations

  1. Department of Pharmacy, Affiliated Hospital of Nantong University, No.20 Xisi Road, Nantong, Jiangsu, 226001, People’s Republic of China

    Xiaofei Ma, Qin Wang & Liangliang Cai

  2. Department of Gastroenterology, Affiliated Hospital of Nantong University, No. 20 Xisi Road, Nantong, Jiangsu, 226001, People’s Republic of China

    Mingbing Xiao

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  1. Xiaofei Ma
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Ma, X., Wang, Q., Cai, L. et al. Evaluation of deep eutectic solvents chiral selectors based on lactobionic acid in capillary electrophoresis. Anal Bioanal Chem 416, 1417–1425 (2024). https://doi.org/10.1007/s00216-024-05138-7

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  • DOI: https://doi.org/10.1007/s00216-024-05138-7

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