Enantioselective Discrimination of Histidine by Means of an Achiral Cubane-Bridged Bis-Porphyrin
Citation:
Bettini, S. and Grover, N. and Ottolini, M. and Mattern, C. and Valli, L. and Senge, M.O. and Giancane, G., Enantioselective Discrimination of Histidine by Means of an Achiral Cubane-Bridged Bis-Porphyrin, Langmuir, 2021, 37, 47, 13882-13889Download Item:
Abstract:
A Langmuir film of cubane-bridged bisporphyrin (H2por-cubane-H2por) at the air/water interface was developed and characterized. The floating film was successfully employed for the chiral discrimination between l- and d-histidine. The enantioselective behavior persisted after the deposition of the film on a solid support using the Langmuir-Schaefer method. Distinct absorption and reflection spectra were observed in the presence of l- or d-histidine, revealing that conformational switching was governed by the interaction between H2por-cubane-H2por and the histidine enantiomer. The mechanism of chiral selection was investigated using an ad hoc modified nulling ellipsometer, indicating the anti-conformation was dominant in the presence of l-histidine, whereas the presence of d-histidine promoted the formation of tweezer conformation.
Author's Homepage:
http://people.tcd.ie/sengem
Author: Senge, Mathias
Type of material:
Journal ArticleCollections
Series/Report no:
Langmuir;37;
47;
Availability:
Full text availableKeywords:
Langmuir film, chiral discrimination, floating filmDOI:
http://dx.doi.org/10.1021/acs.langmuir.1c02377Metadata
Show full item recordLicences: