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Preparation and application of novel amphoteric chiral selector CEC monolithic column

A technology of chiral selector and monolithic column, which is applied in the field of preparation and application of bis[-6-N-]-β-CD chiral CEC column, can solve the problem of few research reports on the separation of chiral pesticides by CEC, and achieve Low cost and the effect of expanding the scope of application

Active Publication Date: 2020-08-07
SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009]In recent years, the use of β-CDs as mobile phase additives to separate chiral pesticides has been reported, but the use of CDs stationary phase to modify CEC to separate chiral pesticides Less reported and has become a challenging job

Method used

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  • Preparation and application of novel amphoteric chiral selector CEC monolithic column
  • Preparation and application of novel amphoteric chiral selector CEC monolithic column
  • Preparation and application of novel amphoteric chiral selector CEC monolithic column

Examples

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Embodiment 1

[0045] Example 1: Preparation and characterization of bis[-6-nitrogen-(imidazolyl-2-amino-propionic acid-3-)]-β-CD

[0046] According to the literature (Song Fajun, Ding Zhigang et al. Metal complexes of β-cyclodextrin derivatives catalyze the hydrolysis of RNA. Molecular Catalysis, 2001,15(02):139-142.) Prepare β-CD-E by a three-step method 2 Afterwards, β-CD-E was analyzed by means of ultraviolet spectrophotometry (UV), Fourier transform infrared spectroscopy (FTIR), elemental analysis, nuclear magnetic resonance (NMR), and liquid-mass spectrometry (LC-MS). 2 The monomer was characterized and identified as the desired target compound.

[0047] Specific method: first react maleic anhydride and β-CD (molar ratio 15:1), post-treatment, and dry the product β-CD-A 2 , standby; in order to introduce active substituent groups on the side chain of β-CD, the β-CD-A synthesized according to the above literature 2 The product β-CD-I after reaction with KI 2 Post-processing purificat...

Embodiment 2

[0072] Example 2 Preparation and characterization of bis[-6-nitrogen-(imidazolyl-2-amino-propionic acid-3-)]-β-CD electrochromatographic monolithic column

[0073] β-CD-E 2 The preparation route of the monolithic column is as follows Figure 10 As shown, the "one-pot method" is used to prepare the CEC monolithic column according to the following steps:

[0074] (1) Before the preparation of the monolithic column, pass through methanol, NaOH solution (0.01mol / L), HCl solution (0.01mol / L), H 2 O rinses the capillary (inner diameter 75 μm, length 50 cm, Hebei Yongnian Optical Fiber Factory) in sequence. Then methanol and KH560 are mixed at a volume ratio of 1:1 and injected into the capillary column through nitrogen flow; (2) β-CD-E 2 (400 μg), 1,4-butanediol (129 μL), n-propanol (659 μL), ethylene glycol dimethacrylate (73 μL), glycidyl methacrylate (129 μL), and azobisisobutyronitrile (3mg) into a 10mL vial, fill the resulting mixed solution into a pretreated capillary colu...

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Abstract

The invention relates to the technical field of preparation and application of capillary electrochromatography monolithic columns, and discloses preparation and application of a bis[-6-N-(imidazolyl-2-amino-propionic acid-3-)]-beta-CD (beta-CD-E2) capillary electrochromatography (CEC) monolithic column; the CEC column is prepared from beta-CD-E2, and enantiomers of chiral substances can be split.The preparation comprises the steps: 1, constructing a chiral environment by beta-CD-E2, preparing a unique chiral CEC column from beta-CD-E2, a secondary functional monomer and the like, and applyingthe unique chiral CEC column to efficient capillary electrophoresis; 2, searching the optimal formula and conditions through proper characterization means, and optimizing the method and conditions; and 3, preparing a chiral CEC column detachable chiral compound from the prepared beta-CD-E2 with an acid-base amphoteric group, and establishing four receptor antagonists, namely terazosin hydrochloride (TER), promethazine hydrochloride (PMZ), doxazosin mesylate (DOX) and hydroxypropyl piperazine (DROP), two herbicides, namely imazethapyr (IMZR) and imazethapyr (IMZC) and other chiral compounds. The invention discloses an enantiomer resolution and qualitative and quantitative analysis method.

Description

technical field [0001] The invention relates to the technical field of preparation and application of chiral capillary electrochromatography (CEC) monolithic columns, in particular to a bis[-6-N-(imidazolyl-2-amino-propionic acid-3-)]-β-CD (β-CD-E 2 ) preparation and application of chiral CEC column, namely β-CD-E 2 The preparation method of CEC monolithic column as an amphoteric chiral selector and the research and application of the separation of enantiomers of chiral substances. Background technique [0002] Chiral compounds play an important role in pharmaceutical, environmental, clinical, biological and food analysis. Chiral pesticides account for more than 40% of commonly used pesticides. Among more than 200 clinically used drugs, 114 are chiral drugs, which shows that chiral drugs are widely used. Many molecules in plants and organisms have specific enantiomeric properties and differences in pharmacology, pharmacokinetics, metabolism, and toxicity, which pose unpre...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J20/26B01J20/29B01J20/30B01D15/08B01D15/38C08B37/16
CPCB01J20/26B01J20/29B01D15/3833B01D15/08C08B37/0012B01J2220/84
Inventor 沈静茹张思陆金富覃信铭
Owner SOUTH CENTRAL UNIVERSITY FOR NATIONALITIES
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