2017
DOI: 10.1039/c6cc08342k
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Surface-mounted MOF templated fabrication of homochiral polymer thin film for enantioselective adsorption of drugs

Abstract: A self-polymerized chiral monomer 3,4-dihydroxy-l-phenylalanine (l-DOPA) has been introduced into the pores of an achiral surface-mounted metal organic framework (SURMOF), and then the homochiral poly(l-DOPA) thin film has been successfully formed after UV light irradiation and etching of the SURMOF. Remarkably, such a poly(l-DOPA) thin film exhibited enantioselective adsorption of naproxen. This study opened a SURMOF-templated approach for preparing porous polymer thin films.

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Cited by 43 publications
(21 citation statements)
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“…Zhang and co‐workers reported an achiral SURMOF‐template method to prepare chiral polymer films for enantiomer separation in 2017 . Initially, HKUST‐1 was grown on QCM substrate and then l ‐DOPA was introduced into MOF pores.…”
Section: Enantioselective Separationmentioning
confidence: 99%
“…Zhang and co‐workers reported an achiral SURMOF‐template method to prepare chiral polymer films for enantiomer separation in 2017 . Initially, HKUST‐1 was grown on QCM substrate and then l ‐DOPA was introduced into MOF pores.…”
Section: Enantioselective Separationmentioning
confidence: 99%
“…Many of the examples used throughout this review demonstrate that the extant boundaries between material applications are becoming increasingly blurred. A prime example of this boundary-crossing is that of a thin-film SURMOF (surface-mounted metal–organic framework) used to template polymer formation with applications for drug loading, published just this year [ 107 ]. It is also evident that applications for MOFs in chemical sensing are becoming increasingly important, with this important growing niche having been ably reviewed this year by Ghosh and co-workers [ 108 ].…”
Section: Discussionmentioning
confidence: 99%
“…The adsorption performance of the chiral carbon is as high as those of recently reported sparteineand cyclodextrin-based (CD-based) nanoparticles under similar examination conditions. The adsorbabilityo fl-a nd dlactic acid onto the chiral N-doped carbon were found to be 28.26 and 14.55 %, respectively.H ence, the N-dopedc hiral carbon has a1 .94-fold highera dsorbability for d-lactic acid than l-lactic acid;t his chirally sensitive adsorbability factor is equal to or higher than those of recently reported chiral nanomaterials, namely an l-3,4-dihydroxyphenylalanine( DOPA)coated metal-organic framework (1.47), [58] synthetic polymercoatedg old nanoparticles (1.68), [59] and sparteine-and CDcoatedn anoparticles (1.4-2.5). In contrast, the pyridinic and pyrrolic functions within the carbon structure have somewhat higher basicity than the acetamide groups; [55] hence,t he carbon itself can attract protons through cation-p interactions.…”
mentioning
confidence: 92%
“…Chiral adsorbability is defined as j (a 1 Àa 2 )/a 1 j 100 [%]; [53,54] experimental details are available in the Supporting Information. The adsorbabilityo fl-a nd dlactic acid onto the chiral N-doped carbon were found to be 28.26 and 14.55 %, respectively.H ence, the N-dopedc hiral carbon has a1 .94-fold highera dsorbability for d-lactic acid than l-lactic acid;t his chirally sensitive adsorbability factor is equal to or higher than those of recently reported chiral nanomaterials, namely an l-3,4-dihydroxyphenylalanine( DOPA)coated metal-organic framework (1.47), [58] synthetic polymercoatedg old nanoparticles (1.68), [59] and sparteine-and CDcoatedn anoparticles (1.4-2.5). [53,54] Next, enantioselective interactions involving the chiral Ndopedc arbon were investigated by evaluating the ee of a 2mgmL À1 solutiono f( initially) racemic lactic acid following reaction for 12 hw ith the chiral N-doped carbon (10 mg mL À1 ) ( Figure 5b [L] + [D] is calculated from the lactic acid adsorption test results (see above)a nd was determined to be 1.474 mg mL À1 .…”
mentioning
confidence: 92%