Decorated traditional cellulose with nanoscale chiral metal-organic frameworks for enhanced enantioselective capture.

Herein, a rapid approach toward the size/morphology-controlled synthesis of [Cu(L-mal)(bipy)·2H2O] (CuLBH) was developed by adjusting the concentrations of 2-methylimidazole (2-MI) and copper ions. The chiral separation efficiency test indicated that the nano-diameter CuLBH exhibited better selective potential towards (±)-1-(1-naphthyl)ethanol (NE) by providing more fully exposed recognition sites. In order to further improve the selectivity for NE enantiomers and avoid the aggregation of MOF nanoparticles, the nanosized CuLBH-decorated carboxylated cellulose (CC) composite CC-CuLBH was designed by controlling the ratio of the solvent and Cu2+, which exhibited much higher enantioselectivity than those of pristine CC and even nano CuLBH.

[1]  Shusheng Zhang,et al.  Controlled fabrication of core-shell silica@chiral metal-organic framework for significant improvement chromatographic separation of enantiomers. , 2020, Talanta.

[2]  M. Oschatz,et al.  Mesoporous carbon materials with enantioselective surface obtained by nanocasting for selective adsorption of chiral molecules from solution and the gas phase , 2020 .

[3]  Tianfu Liu,et al.  An easy and low-cost method of embedding chiral molecules in metal-organic frameworks for enantioseparation. , 2020, Chemical communications.

[4]  Tomoki Shimizu,et al.  Electron chirality in amino acid molecules , 2020, 2004.05752.

[5]  Shengming Xie,et al.  Chiral Metal-Organic Framework D-his-ZIF-8@SiO2 Core-Shell Microspheres Used for HPLC Enantioseparations. , 2020, ACS applied materials & interfaces.

[6]  Siming Huang,et al.  Armoring the Enzymes with Metal-Organic Frameworks. , 2020, Angewandte Chemie.

[7]  Xue Ma,et al.  Revelation of the chiral recognition of alanine and leucine in an l-phenylalanine-based metal-organic framework. , 2019, Chemical communications.

[8]  Shusheng Zhang,et al.  Facile synthesis of a 3D flower-like SiO2-MOF architecture with copper oxide as a copper source for enantioselective capture , 2019, New Journal of Chemistry.

[9]  P. Marriott,et al.  Homochiral Metal-Organic Frameworks-Polymer Mixed Matrix Membranes for Efficient Separation of Chiral Molecules. , 2019, Angewandte Chemie.

[10]  Melissa M. Reynolds,et al.  Homochiral metal-organic frameworks for enantioselective separations in liquid chromatography. , 2019, Journal of the American Chemical Society.

[11]  Xue Ma,et al.  Novel chiral metal organic frameworks functionalized composites for facile preparation of optically pure propranolol hydrochlorides. , 2019, Journal of pharmaceutical and biomedical analysis.

[12]  Ruibin Guo,et al.  Electrochemical chiral sensing of tryptophan enantiomers by using 3D nitrogen-doped reduced graphene oxide and self-assembled polysaccharides , 2019, Microchimica Acta.

[13]  Zhongmin Liu,et al.  Decorated Traditional Zeolites with Subunits of Metal–Organic Frameworks for CH 4 /N 2 Separation , 2019, Angewandte Chemie.

[14]  Junxiang Zhang,et al.  Graphite phase carbon nitride based membrane for selective permeation , 2019, Nature Communications.

[15]  Shusheng Zhang,et al.  Engineering a MOF–magnetic graphene oxide nanocomposite for enantioselective capture , 2018 .

[16]  D. Hoke,et al.  Incorporation of Homochirality into a Zeolitic Imidazolate Framework Membrane for Efficient Chiral Separation. , 2018, Angewandte Chemie.

[17]  W. Xie,et al.  Covalent Organic Frameworks with Chirality Enriched by Biomolecules for Efficient Chiral Separation. , 2018, Angewandte Chemie.

[18]  Shengming Xie,et al.  Determination of Enantiomeric Excess by Solid-Phase Extraction Using a Chiral Metal-Organic Framework as Sorbent , 2018, Molecules.

[19]  Xiu‐Ping Yan,et al.  Post-synthetic modification of metal–organic frameworks for chiral gas chromatography , 2018 .

[20]  A. Fakhari,et al.  Development of a modified partial filling method in capillary electrophoresis using two chiral plugs for the simultaneous enantioseparation of chiral drugs: Comparison with mixed chiral selector capillary electrophoresis. , 2018, Journal of chromatography. A.

[21]  G. Gusev,et al.  Type 1a Supernova Explosion and the Origin of Sugar Chiral Asymmetry in Biological Systems , 2018 .

[22]  Xue Ma,et al.  Functionalized metal-organic framework nanocomposites for dispersive solid phase extraction and enantioselective capture of chiral drug intermediates. , 2018, Journal of chromatography. A.

[23]  Jide Wang,et al.  A general and efficient approach for tuning the crystal morphology of classical MOFs. , 2018, Chemical communications.

[24]  Zigang Li,et al.  An in-tether sulfoxide chiral center influences the biophysical properties of the N-capped peptides. , 2017, Bioorganic & medicinal chemistry.

[25]  S. Qiu,et al.  Emerging functional chiral microporous materials: synthetic strategies and enantioselective separations , 2016 .

[26]  Xiao Feng,et al.  Chirality from substitution: enantiomer separation via a modified metal–organic framework , 2015 .

[27]  Z. Gu,et al.  Enantioselective adsorption in homochiral metal-organic frameworks: the pore size influence. , 2015, Chemical communications.

[28]  J. Denayer,et al.  Metal-organic frameworks as stationary phases for chiral chromatographic and membrane separations , 2015 .

[29]  Huwei Liu,et al.  Facile synthesis of magnetic homochiral metal-organic frameworks for "enantioselective fishing". , 2015, Chemical communications.

[30]  Ryo Katoono,et al.  Complexation-induced inversion of helicity by an organic guest in a dynamic molecular propeller based on a tristerephthalamide host with a two-layer structure. , 2014, Chemical communications.

[31]  D. Samsonenko,et al.  Homochiral Cu(II) and Ni(II) malates with tunable structural features , 2014 .

[32]  S. Qiu,et al.  "Single nickel source" in situ fabrication of a stable homochiral MOF membrane with chiral resolution properties. , 2013, Chemical communications.

[33]  Weiguo Song,et al.  Adsorption of heavy metal ions from aqueous solution by carboxylated cellulose nanocrystals. , 2013, Journal of environmental sciences.

[34]  Ke Yang,et al.  Chemical resolution and chiral recognition of an inherently chiral biscalix[4]arene cone–partial cone conformer , 2012 .

[35]  M. Pinto,et al.  Enantiomeric resolution of albendazole sulfoxide by semipreparative HPLC and in vitro study of growth inhibitory effects on human cancer cell lines. , 2012, Journal of pharmaceutical and biomedical analysis.

[36]  P. Yogeeswari,et al.  Synthesis and biological evaluation of sugar-derived chiral nitroimidazoles as potential antimycobacterial agents. , 2011, Carbohydrate research.

[37]  Zhiqiang Zhou,et al.  Computational study of enantioseparation by amylose tris(3,5-dimethylphenylcarbamate)-based chiral stationary phase. , 2010, Journal of separation science.

[38]  P. Höglund,et al.  A Double-Blind Study of the Sedative Effects of the Thalidomide Enantiomers in Humans , 1998, Journal of Pharmacokinetics and Biopharmaceutics.

[39]  R. Marchelli,et al.  Direction control in DNA binding of chiral D-lysine-based peptide nucleic acid (PNA) probed by electrospray mass spectrometry. , 2003, Chemical communications.

[40]  M. Otsuka,et al.  Synthesis and hybridization property of novel 2',5'-isoDNA mimic chiral peptide nucleic acids. , 2003, Bioorganic & medicinal chemistry letters.

[41]  A. Wierzbicki,et al.  Formation of chiral morphologies through selective binding of amino acids to calcite surface steps , 2001, Nature.

[42]  H. Wan,et al.  Chiral separation of amino acids and peptides by capillary electrophoresis. , 2000, Journal of chromatography. A.