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β‐Cyclodextrin Functionalized Nanoporous Graphene Oxides for Efficient Resolution of Asparagine Enantiomers
Author(s) -
Qie Fengxiang,
Guo Jiahui,
Tu Bin,
Zhao Xing,
Zhang Yuchun,
Yan Yong
Publication year - 2018
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201800970
Subject(s) - nanoporous , graphene , cyclodextrin , enantiomer , materials science , asparagine , resolution (logic) , nanotechnology , chemistry , chemical engineering , organic chemistry , computer science , artificial intelligence , engineering , enzyme
Efficient resolution of racemic mixture has long been an attractive but challenging subject since Pasteur separated tartrate enantiomers in 19 th century. Graphene oxide (GO) could be flexibly functionalized by using a variety of chiral host molecules and therefore, was expected to show excellent enantioselective resolution performance. However, this combination with efficient enantioselective resolution capability has been scarcely demonstrated. Here, nanoporous graphene oxides were produced and then covalently functionalized by using a chiral host material‐β‐cyclodextrin (β‐CD). This chiral GO displayed enantioselective affinity toward the l ‐enantiomers of amino acids. In particular, >99 % of l ‐asparagine (Asn) was captured in a racemic solution of Asn while the adsorption of d ‐enantiomer was not observed. This remarkable resolution performance was subsequently modelled by using an attach‐pull‐release dynamic method. We expect this preliminary concept could be expanded to other chiral host molecules and be employed to current membrane separation technologies and finally show practical use for many other racemates.