Differentiation and identification of enantiomers by nuclear magnetic resonance spectroscopy with support of quantum mechanical computations
We report nuclear magnetic resonance studies of two chiral building blocks of solifenacin, phenyltetrahydroisoquinoline and quinuclidinol, in which chiral solvating agents, Mosher's acid, and Pirkle's alcohol were used for spectral discrimination between enantiomers of solifenacin constituents. Based on the constraints following from measurements of the nuclear Overhauser effect, structures of phenyltetrahydroisoquinoline and Pirkle's alcohol solvates were found. Next, shifts of nuclear magnetic resonance signals of phenyltetrahydroisoquinoline due to the application of Pirkle's alcohol were computed using density function...
Source: Chirality - October 12, 2023 Category: Molecular Biology Authors: Artur Brzezicki Piotr Garbacz Source Type: research
Development of robust chiroptical systems through spirobifluorenes
Chirality. 2023 Oct 12. doi: 10.1002/chir.23624. Online ahead of print.ABSTRACTChiroptical responses are valuable for the structural determination of dissymmetric molecules. However, the development of everyday applications based on chiroptical systems is yet to come. We have been earlier using axially chiral allenes for the construction of linear, cyclic, and cage-shaped molecules that present remarkable chiroptical responses. Additionally, we have developed chiral surfaces through upstanding chiral architectures. Since the goal is to obtain robust chiroptical materials, more recently we have been studying spirobifluorene...
Source: Chirality - October 12, 2023 Category: Molecular Biology Authors: Julia Portela-Pino Mar ía Talavera Stefano Chiussi Sandra Bola ño Ángeles Peña-Gallego J Lorenzo Alonso-G ómez Source Type: research
Differentiation and identification of enantiomers by nuclear magnetic resonance spectroscopy with support of quantum mechanical computations
We report nuclear magnetic resonance studies of two chiral building blocks of solifenacin, phenyltetrahydroisoquinoline and quinuclidinol, in which chiral solvating agents, Mosher's acid, and Pirkle's alcohol were used for spectral discrimination between enantiomers of solifenacin constituents. Based on the constraints following from measurements of the nuclear Overhauser effect, structures of phenyltetrahydroisoquinoline and Pirkle's alcohol solvates were found. Next, shifts of nuclear magnetic resonance signals of phenyltetrahydroisoquinoline due to the application of Pirkle's alcohol were computed using density function...
Source: Chirality - October 12, 2023 Category: Molecular Biology Authors: Artur Brzezicki Piotr Garbacz Source Type: research
Development of robust chiroptical systems through spirobifluorenes
Chirality. 2023 Oct 12. doi: 10.1002/chir.23624. Online ahead of print.ABSTRACTChiroptical responses are valuable for the structural determination of dissymmetric molecules. However, the development of everyday applications based on chiroptical systems is yet to come. We have been earlier using axially chiral allenes for the construction of linear, cyclic, and cage-shaped molecules that present remarkable chiroptical responses. Additionally, we have developed chiral surfaces through upstanding chiral architectures. Since the goal is to obtain robust chiroptical materials, more recently we have been studying spirobifluorene...
Source: Chirality - October 12, 2023 Category: Molecular Biology Authors: Julia Portela-Pino Mar ía Talavera Stefano Chiussi Sandra Bola ño Ángeles Peña-Gallego J Lorenzo Alonso-G ómez Source Type: research
Differentiation and identification of enantiomers by nuclear magnetic resonance spectroscopy with support of quantum mechanical computations
We report nuclear magnetic resonance studies of two chiral building blocks of solifenacin, phenyltetrahydroisoquinoline and quinuclidinol, in which chiral solvating agents, Mosher's acid, and Pirkle's alcohol were used for spectral discrimination between enantiomers of solifenacin constituents. Based on the constraints following from measurements of the nuclear Overhauser effect, structures of phenyltetrahydroisoquinoline and Pirkle's alcohol solvates were found. Next, shifts of nuclear magnetic resonance signals of phenyltetrahydroisoquinoline due to the application of Pirkle's alcohol were computed using density function...
Source: Chirality - October 12, 2023 Category: Molecular Biology Authors: Artur Brzezicki Piotr Garbacz Source Type: research
Development of robust chiroptical systems through spirobifluorenes
Chirality. 2023 Oct 12. doi: 10.1002/chir.23624. Online ahead of print.ABSTRACTChiroptical responses are valuable for the structural determination of dissymmetric molecules. However, the development of everyday applications based on chiroptical systems is yet to come. We have been earlier using axially chiral allenes for the construction of linear, cyclic, and cage-shaped molecules that present remarkable chiroptical responses. Additionally, we have developed chiral surfaces through upstanding chiral architectures. Since the goal is to obtain robust chiroptical materials, more recently we have been studying spirobifluorene...
Source: Chirality - October 12, 2023 Category: Molecular Biology Authors: Julia Portela-Pino Mar ía Talavera Stefano Chiussi Sandra Bola ño Ángeles Peña-Gallego J Lorenzo Alonso-G ómez Source Type: research
Fast and artifact-free circular dichroism measurement of solid-state structural changes
Chirality. 2023 Oct 5. doi: 10.1002/chir.23622. Online ahead of print.ABSTRACTA novel chiroptical spectrophotometer, Multichannel (MC)-circular dichroism (CD), which does not require a wavelength scan and provides artifact-free CD spectra in seconds, was developed by solving the incompatibility problem between data acquisition and modulation timescales. The design and instrumentation are compared with the Universal Chiroptical Spectrophotometer (UCS)-1, which can measure artifact-free CD spectra in the solid state. Enantiomeric single crystals composed of achiral components, α-Ni(H2 O)6 ・SO4 , and achiral films with sub...
Source: Chirality - October 5, 2023 Category: Molecular Biology Authors: Reiko Kuroda Takunori Harada Hiromi Takahashi Source Type: research
Fast and artifact-free circular dichroism measurement of solid-state structural changes
Chirality. 2023 Oct 5. doi: 10.1002/chir.23622. Online ahead of print.ABSTRACTA novel chiroptical spectrophotometer, Multichannel (MC)-circular dichroism (CD), which does not require a wavelength scan and provides artifact-free CD spectra in seconds, was developed by solving the incompatibility problem between data acquisition and modulation timescales. The design and instrumentation are compared with the Universal Chiroptical Spectrophotometer (UCS)-1, which can measure artifact-free CD spectra in the solid state. Enantiomeric single crystals composed of achiral components, α-Ni(H2 O)6 ・SO4 , and achiral films with sub...
Source: Chirality - October 5, 2023 Category: Molecular Biology Authors: Reiko Kuroda Takunori Harada Hiromi Takahashi Source Type: research
Fast and artifact-free circular dichroism measurement of solid-state structural changes
Chirality. 2023 Oct 5. doi: 10.1002/chir.23622. Online ahead of print.ABSTRACTA novel chiroptical spectrophotometer, Multichannel (MC)-circular dichroism (CD), which does not require a wavelength scan and provides artifact-free CD spectra in seconds, was developed by solving the incompatibility problem between data acquisition and modulation timescales. The design and instrumentation are compared with the Universal Chiroptical Spectrophotometer (UCS)-1, which can measure artifact-free CD spectra in the solid state. Enantiomeric single crystals composed of achiral components, α-Ni(H2 O)6 ・SO4 , and achiral films with sub...
Source: Chirality - October 5, 2023 Category: Molecular Biology Authors: Reiko Kuroda Takunori Harada Hiromi Takahashi Source Type: research
Fast and artifact-free circular dichroism measurement of solid-state structural changes
Chirality. 2023 Oct 5. doi: 10.1002/chir.23622. Online ahead of print.ABSTRACTA novel chiroptical spectrophotometer, Multichannel (MC)-circular dichroism (CD), which does not require a wavelength scan and provides artifact-free CD spectra in seconds, was developed by solving the incompatibility problem between data acquisition and modulation timescales. The design and instrumentation are compared with the Universal Chiroptical Spectrophotometer (UCS)-1, which can measure artifact-free CD spectra in the solid state. Enantiomeric single crystals composed of achiral components, α-Ni(H2 O)6 ・SO4 , and achiral films with sub...
Source: Chirality - October 5, 2023 Category: Molecular Biology Authors: Reiko Kuroda Takunori Harada Hiromi Takahashi Source Type: research
Fast and artifact-free circular dichroism measurement of solid-state structural changes
Chirality. 2023 Oct 5. doi: 10.1002/chir.23622. Online ahead of print.ABSTRACTA novel chiroptical spectrophotometer, Multichannel (MC)-circular dichroism (CD), which does not require a wavelength scan and provides artifact-free CD spectra in seconds, was developed by solving the incompatibility problem between data acquisition and modulation timescales. The design and instrumentation are compared with the Universal Chiroptical Spectrophotometer (UCS)-1, which can measure artifact-free CD spectra in the solid state. Enantiomeric single crystals composed of achiral components, α-Ni(H2 O)6 ・SO4 , and achiral films with sub...
Source: Chirality - October 5, 2023 Category: Molecular Biology Authors: Reiko Kuroda Takunori Harada Hiromi Takahashi Source Type: research
Fast and artifact-free circular dichroism measurement of solid-state structural changes
Chirality. 2023 Oct 5. doi: 10.1002/chir.23622. Online ahead of print.ABSTRACTA novel chiroptical spectrophotometer, Multichannel (MC)-circular dichroism (CD), which does not require a wavelength scan and provides artifact-free CD spectra in seconds, was developed by solving the incompatibility problem between data acquisition and modulation timescales. The design and instrumentation are compared with the Universal Chiroptical Spectrophotometer (UCS)-1, which can measure artifact-free CD spectra in the solid state. Enantiomeric single crystals composed of achiral components, α-Ni(H2 O)6 ・SO4 , and achiral films with sub...
Source: Chirality - October 5, 2023 Category: Molecular Biology Authors: Reiko Kuroda Takunori Harada Hiromi Takahashi Source Type: research
Analytical and preparative chiral supercritical fluid chromatography resolutions using crown ether-derived column
In this study, crown ether-derived column Crownpak® CR-I (+) was evaluated under SFC conditions using 12 primary amines, and the chromatographic results were compared against eight immobilized polysaccharide-based columns. Crownpak® CR-I (+) achieved a significantly higher success rate. It was found that the addition of 5% water to the modifier dramatically improved the peak shape for chiral separation of primary amines on Crownpak® CR-I (+). The first reported preparative SFC separations on Crownpak® CR-I (+) are shown, offering a new approach for the preparative resolution of primary amines. The case studies demonstr...
Source: Chirality - September 22, 2023 Category: Molecular Biology Authors: Lei Yue Larry Miller John Reilly Source Type: research
Analytical and preparative chiral supercritical fluid chromatography resolutions using crown ether-derived column
In this study, crown ether-derived column Crownpak® CR-I (+) was evaluated under SFC conditions using 12 primary amines, and the chromatographic results were compared against eight immobilized polysaccharide-based columns. Crownpak® CR-I (+) achieved a significantly higher success rate. It was found that the addition of 5% water to the modifier dramatically improved the peak shape for chiral separation of primary amines on Crownpak® CR-I (+). The first reported preparative SFC separations on Crownpak® CR-I (+) are shown, offering a new approach for the preparative resolution of primary amines. The case studies demonstr...
Source: Chirality - September 22, 2023 Category: Molecular Biology Authors: Lei Yue Larry Miller John Reilly Source Type: research
Analytical and preparative chiral supercritical fluid chromatography resolutions using crown ether-derived column
In this study, crown ether-derived column Crownpak® CR-I (+) was evaluated under SFC conditions using 12 primary amines, and the chromatographic results were compared against eight immobilized polysaccharide-based columns. Crownpak® CR-I (+) achieved a significantly higher success rate. It was found that the addition of 5% water to the modifier dramatically improved the peak shape for chiral separation of primary amines on Crownpak® CR-I (+). The first reported preparative SFC separations on Crownpak® CR-I (+) are shown, offering a new approach for the preparative resolution of primary amines. The case studies demonstr...
Source: Chirality - September 22, 2023 Category: Molecular Biology Authors: Lei Yue Larry Miller John Reilly Source Type: research
