Polysaccharide-and β-cyclodextrin-based chiral selectors for enantiomer resolution: Recent developments and applications

Cuong Viet Bui; Thomas Rosenau; Hubert Hettegger

doi:10.3390/molecules26144322

Polysaccharide-and β-cyclodextrin-based chiral selectors for enantiomer resolution: Recent developments and applications

Cuong Viet Bui
, Thomas Rosenau
, Hubert Hettegger^*

^*Corresponding author for this work

FNT Common

Research output: Contribution to journal › Review Article or Literature Review › peer-review

42 Citations (Scopus)

179 Downloads (Pure)

Abstract

Polysaccharides, oligosaccharides, and their derivatives, particularly of amylose, cellu-lose, chitosan, and β-cyclodextrin, are well-known chiral selectors (CSs) of chiral stationary phases (CSPs) in chromatography, because they can separate a wide range of enantiomers. Typically, such CSPs are prepared by physically coating, or chemically immobilizing the polysaccharide and β-cy-clodextrin derivatives onto inert silica gel carriers as chromatographic support. Over the past few years, new chiral selectors have been introduced, and progressive methods to prepare CSPs have been exploited. Also, chiral recognition mechanisms, which play a crucial role in the investigation of chiral separations, have been better elucidated. Further insights into the broad functional performance of commercially available chiral column materials and/or the respective newly developed chiral phase materials on enantiomeric separation (ES) have been gained. This review summarizes the recent developments in CSs, CSP preparation, chiral recognition mechanisms, and enantiomeric separation methods, based on polysaccharides and β-cyclodextrins as CSs, with a focus on the years 2019–2020 of this rapidly developing field.

Original language	English
Article number	4322
Journal	Molecules
Volume	26
Issue number	14
DOIs	https://doi.org/10.3390/molecules26144322
Publication status	Published - 2 Jul 2021
MoE publication type	A2 Review article in a scientific journal

Funding

We would like to thank the University of Natural Resources and Life Sciences, Vienna (BOKU) and the County of Lower Austria for their financial support in the framework of the Aus-trian Biorefinery Center Tulln (ABCT) and the BOKU doctoral school ?Advanced Biorefineries? Chemistry & Materials? (ABC&M). C.V.B. was also supported by the ASEAN-European Academic University Network (ASEA-UNINET, Ernst Mach Grant, ICM-2019-13801). Funding: We would like to thank the University of Natural Resources and Life Sciences, Vienna (BOKU) and the County of Lower Austria for their financial support in the framework of the Austrian Biorefinery Center Tulln (?BCT) and the BOKU doctoral school “?dvanced Biorefineries— Chemistry & Materials” (ABC&M). C.V.B. was also supported by the ASEAN-European Academic University Network (ASEA-UNINET, Ernst Mach Grant, ICM-2019-13801).

Keywords

Amylose
Cellulose
Chiral selector
Chiral stationary phase
Chromatography
Cyclodex-trin
Enantiomer separation
Polysaccharide

Access to Document

10.3390/molecules26144322

molecules-26-04322-v2Final published version, 3.44 MBLicence: CC BY

https://urn.fi/URN:NBN:fi-fe2022021118601

Cite this

@article{5228ea2fb6ec411e9aac6295a6de593d,

title = "Polysaccharide-and β-cyclodextrin-based chiral selectors for enantiomer resolution: Recent developments and applications",

abstract = "Polysaccharides, oligosaccharides, and their derivatives, particularly of amylose, cellu-lose, chitosan, and β-cyclodextrin, are well-known chiral selectors (CSs) of chiral stationary phases (CSPs) in chromatography, because they can separate a wide range of enantiomers. Typically, such CSPs are prepared by physically coating, or chemically immobilizing the polysaccharide and β-cy-clodextrin derivatives onto inert silica gel carriers as chromatographic support. Over the past few years, new chiral selectors have been introduced, and progressive methods to prepare CSPs have been exploited. Also, chiral recognition mechanisms, which play a crucial role in the investigation of chiral separations, have been better elucidated. Further insights into the broad functional performance of commercially available chiral column materials and/or the respective newly developed chiral phase materials on enantiomeric separation (ES) have been gained. This review summarizes the recent developments in CSs, CSP preparation, chiral recognition mechanisms, and enantiomeric separation methods, based on polysaccharides and β-cyclodextrins as CSs, with a focus on the years 2019–2020 of this rapidly developing field.",

keywords = "Amylose, Cellulose, Chiral selector, Chiral stationary phase, Chromatography, Cyclodex-trin, Enantiomer separation, Polysaccharide",

author = "Bui, \{Cuong Viet\} and Thomas Rosenau and Hubert Hettegger",

note = "Funding Information: We would like to thank the University of Natural Resources and Life Sciences, Vienna (BOKU) and the County of Lower Austria for their financial support in the framework of the Aus-trian Biorefinery Center Tulln (ABCT) and the BOKU doctoral school ?Advanced Biorefineries? Chemistry \& Materials? (ABC\&M). C.V.B. was also supported by the ASEAN-European Academic University Network (ASEA-UNINET, Ernst Mach Grant, ICM-2019-13801). Funding Information: Funding: We would like to thank the University of Natural Resources and Life Sciences, Vienna (BOKU) and the County of Lower Austria for their financial support in the framework of the Austrian Biorefinery Center Tulln (?BCT) and the BOKU doctoral school “?dvanced Biorefineries— Chemistry \& Materials” (ABC\&M). C.V.B. was also supported by the ASEAN-European Academic University Network (ASEA-UNINET, Ernst Mach Grant, ICM-2019-13801). Publisher Copyright: {\textcopyright} 2021 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2021",

month = jul,

day = "2",

doi = "10.3390/molecules26144322",

language = "English",

volume = "26",

journal = "Molecules",

issn = "1420-3049",

publisher = "MDPI",

number = "14",

}

TY - JOUR

T1 - Polysaccharide-and β-cyclodextrin-based chiral selectors for enantiomer resolution

T2 - Recent developments and applications

AU - Bui, Cuong Viet

AU - Rosenau, Thomas

AU - Hettegger, Hubert

N1 - Funding Information: We would like to thank the University of Natural Resources and Life Sciences, Vienna (BOKU) and the County of Lower Austria for their financial support in the framework of the Aus-trian Biorefinery Center Tulln (ABCT) and the BOKU doctoral school ?Advanced Biorefineries? Chemistry & Materials? (ABC&M). C.V.B. was also supported by the ASEAN-European Academic University Network (ASEA-UNINET, Ernst Mach Grant, ICM-2019-13801). Funding Information: Funding: We would like to thank the University of Natural Resources and Life Sciences, Vienna (BOKU) and the County of Lower Austria for their financial support in the framework of the Austrian Biorefinery Center Tulln (?BCT) and the BOKU doctoral school “?dvanced Biorefineries— Chemistry & Materials” (ABC&M). C.V.B. was also supported by the ASEAN-European Academic University Network (ASEA-UNINET, Ernst Mach Grant, ICM-2019-13801). Publisher Copyright: © 2021 by the authors. Licensee MDPI, Basel, Switzerland.

PY - 2021/7/2

Y1 - 2021/7/2

N2 - Polysaccharides, oligosaccharides, and their derivatives, particularly of amylose, cellu-lose, chitosan, and β-cyclodextrin, are well-known chiral selectors (CSs) of chiral stationary phases (CSPs) in chromatography, because they can separate a wide range of enantiomers. Typically, such CSPs are prepared by physically coating, or chemically immobilizing the polysaccharide and β-cy-clodextrin derivatives onto inert silica gel carriers as chromatographic support. Over the past few years, new chiral selectors have been introduced, and progressive methods to prepare CSPs have been exploited. Also, chiral recognition mechanisms, which play a crucial role in the investigation of chiral separations, have been better elucidated. Further insights into the broad functional performance of commercially available chiral column materials and/or the respective newly developed chiral phase materials on enantiomeric separation (ES) have been gained. This review summarizes the recent developments in CSs, CSP preparation, chiral recognition mechanisms, and enantiomeric separation methods, based on polysaccharides and β-cyclodextrins as CSs, with a focus on the years 2019–2020 of this rapidly developing field.

AB - Polysaccharides, oligosaccharides, and their derivatives, particularly of amylose, cellu-lose, chitosan, and β-cyclodextrin, are well-known chiral selectors (CSs) of chiral stationary phases (CSPs) in chromatography, because they can separate a wide range of enantiomers. Typically, such CSPs are prepared by physically coating, or chemically immobilizing the polysaccharide and β-cy-clodextrin derivatives onto inert silica gel carriers as chromatographic support. Over the past few years, new chiral selectors have been introduced, and progressive methods to prepare CSPs have been exploited. Also, chiral recognition mechanisms, which play a crucial role in the investigation of chiral separations, have been better elucidated. Further insights into the broad functional performance of commercially available chiral column materials and/or the respective newly developed chiral phase materials on enantiomeric separation (ES) have been gained. This review summarizes the recent developments in CSs, CSP preparation, chiral recognition mechanisms, and enantiomeric separation methods, based on polysaccharides and β-cyclodextrins as CSs, with a focus on the years 2019–2020 of this rapidly developing field.

KW - Amylose

KW - Cellulose

KW - Chiral selector

KW - Chiral stationary phase

KW - Chromatography

KW - Cyclodex-trin

KW - Enantiomer separation

KW - Polysaccharide

UR - https://www.scopus.com/pages/publications/85111100489

U2 - 10.3390/molecules26144322

DO - 10.3390/molecules26144322

M3 - Review Article or Literature Review

C2 - 34299597

AN - SCOPUS:85111100489

SN - 1420-3049

VL - 26

JO - Molecules

JF - Molecules

IS - 14

M1 - 4322

ER -

Polysaccharide-and β-cyclodextrin-based chiral selectors for enantiomer resolution: Recent developments and applications

Abstract

Funding

Keywords

Access to Document

Other files and links

Fingerprint

Cite this