High-performance liquid chromatographic separation of imidazolinone herbicide enantiomers and their methyl derivatives on polysaccharide-coated chiral stationary phases

Lao, Wenjian; Gan, Jay

doi:10.1016/j.chroma.2006.03.094

Cited by 49 publications

(38 citation statements)

References 32 publications

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“…This result is consistent with that of a previous study completed by Lao and Gan. 32 A typical chromatogram of the enantiomeric separation of the three imidazolinones on the Chiralcel OJ column is shown in Figure 2. Because of the complexity of chiral recognition mechanisms, the causes for the differences in enantioselectivity among the different CSPs were difficult to elucidate, but may be attributable to the following two mechanisms.…”

Section: Results and Discussion Chiral Separation On Different Cspsmentioning

confidence: 99%

Enantiomeric separation of imidazolinone herbicides using chiral high‐performance liquid chromatography

Lin

Zhou

et al. 2006

Chirality

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Chiral high-performance liquid chromatography (HPLC) is one of the most powerful tools to prepare enantiopure standards of chiral compounds. In this study, the enantiomeric separation of imidazolinone herbicides, i.e., imazethapyr, imazapyr, and imazaquin, was investigated using chiral HPLC. The enantioselectivity of Chiralpak AS, Chiralpak AD, Chiralcel OD, and Chiralcel OJ columns for the three analytes was compared under similar chromatographic conditions. Chiralcel OJ column showed the best chiral resolving capacity among the test columns. The resolved enantiomers were distinguished by their signs of circular dichroism detected at 275 nm and their structures confirmed with LC-mass spectrometric analysis. Factors affecting the chiral separation of imidazolinones on Chiralcel OJ column were characterized. Ethanol acted as a better polar modifier than the other alcohols including 2-propanol, 1-butanol, and 1-pentanol. Although the acidic modifier in the mobile phase did not influence chiral recognition, it was necessary for reducing the retention time of enantiomers and suppressing their peak tailing. Thermodynamic evaluation suggests that enantiomeric separation of imidazolinones on Chiralcel OJ column is an enthalpy-driven process from 10 to 408C. This study also shows that small amounts of pure enantiomers of imidazolinones may be obtained by using the analytical chiral HPLC approach.

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Section: Results and Discussion Chiral Separation On Different Cspsmentioning

confidence: 99%

Enantiomeric separation of imidazolinone herbicides using chiral high‐performance liquid chromatography

Lin

Zhou

et al. 2006

Chirality

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“…The mobile phase solvents that are often used in the analysis of imidazolinone compounds are acetonitrile, methanol (MeOH), formic acid and acetic acid (Assalin et al 2014;Lao & Gan 2006;Martins et al 2014;Ramezani et al 2009). Four mixtures of solvents were tested: mobile phase A (acetonitrile) and mobile phase B (0.1% formic acid); mobile phase A (methanol) and mobile phase B (0.1% formic acid); mobile phase A (acetonitrile) and mobile phase B (0.1% acetic acid); and mobile phase A (methanol) and mobile phase B (0.1% acetic acid).…”

Section: Selectivity Of the Mobile Phasementioning

confidence: 99%

Optimization Method for Simultaneous Extraction and Detection of Imazapic and Imazapyr Herbicides in Soil and Water Using HPLC-UV with Verification of LC-MS

F.S.M.

Ismail²,

Jansar³

2017

JSM

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“…They inhibit branchedchain amino acid biosynthesis in plants by targeting acetolactate synthase (ALS). Five imidazolinone herbicides imazapyr, imazapic, imazethapyr, imazamox and imazaquin and their methyl derivatives were separated using reversed phase HPLC on Chiralcel OD-R and normal phase HPLC on Chiralcel OJ (Lao et al, 2006a). Enantiomers of imazethapyr, imazaquin, and imazamox were separated on a Chiralcel OD-R column using 50 mM phosphate buffer-MeCN as mobile phase.…”

Section: Enantioseparation Of Imidazolinone Herbicides By Hplcmentioning

confidence: 99%

Enantioseparation and Enantioselective Analysis of Chiral Herbicides

Jin¹,

Gao²,

Li³

et al. 2011

Herbicides, Theory and Applications

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High-performance liquid chromatographic separation of imidazolinone herbicide enantiomers and their methyl derivatives on polysaccharide-coated chiral stationary phases

Cited by 49 publications

References 32 publications

Enantiomeric separation of imidazolinone herbicides using chiral high‐performance liquid chromatography

Enantiomeric separation of imidazolinone herbicides using chiral high‐performance liquid chromatography

Optimization Method for Simultaneous Extraction and Detection of Imazapic and Imazapyr Herbicides in Soil and Water Using HPLC-UV with Verification of LC-MS

Enantioseparation and Enantioselective Analysis of Chiral Herbicides

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