Literature DB >> 34070996

Enantioselective Self-Assembled Nanofibrillar Network with Glutamide-Based Organogelator.

Nao Nagatomo1, Hisashi Oishi1, Yutaka Kuwahara1, Makoto Takafuji1, Reiko Oda2, Taisuke Hamada3, Hirotaka Ihara1,3.   

Abstract

A chiral molecular gelation system, as a chiral host, was used to effectively realize enantioselectivity using the simple carboxylic acid functional group. For this purpose, an L-glutamic-acid-based lipidic amphiphile (G-CA) with a carboxylic head group was selected and its responsiveness to cationic guest molecules was investigated. The dispersion morphology of G-CA in its solution state was examined by confocal and transmission electron microscopies, while interactions between the G-CA, as the host system, and guest molecules were evaluated by UV-visible, circular dichroism, and fluorescence spectroscopies. As a result, enantioselectivity was effectively induced when G-CA formed highly ordered aggregates that provide negatively charged surfaces in which carboxyl groups are assembled in highly ordered states, and when the two cationic groups of the guest molecule are attached to this surface through multiple interactions.

Entities:  

Keywords:  circular dichroism; enantioselectivity; molecular gel; nanofibril; secondary chirality; self-assembly

Year:  2021        PMID: 34070996     DOI: 10.3390/nano11061376

Source DB:  PubMed          Journal:  Nanomaterials (Basel)        ISSN: 2079-4991            Impact factor:   5.076


  8 in total

1.  Enantioselective recognition by a highly ordered porphyrin-assembly on a chiral molecular gel.

Authors:  Hirokuni Jintoku; Makoto Takafuji; Reiko Oda; Hirotaka Ihara
Journal:  Chem Commun (Camb)       Date:  2012-04-12       Impact factor: 6.222

Review 2.  Supramolecular nanotube architectures based on amphiphilic molecules.

Authors:  Toshimi Shimizu; Mitsutoshi Masuda; Hiroyuki Minamikawa
Journal:  Chem Rev       Date:  2005-04       Impact factor: 60.622

3.  Aggregation-induced emission: phenomenon, mechanism and applications.

Authors:  Yuning Hong; Jacky W Y Lam; Ben Zhong Tang
Journal:  Chem Commun (Camb)       Date:  2009-05-13       Impact factor: 6.222

4.  Enantioselective recognition of a fluorescence-labeled phenylalanine by self-assembled chiral nanostructures.

Authors:  Li Zhang; Qingxian Jin; Kai Lv; Long Qin; Minghua Liu
Journal:  Chem Commun (Camb)       Date:  2015-03-11       Impact factor: 6.222

5.  Fluorescence emission originated from the H-aggregated cyanine dye with chiral gemini surfactant assemblies having a narrow absorption band and a remarkably large Stokes shift.

Authors:  Naoya Ryu; Yutaka Okazaki; Emilie Pouget; Makoto Takafuji; Shoji Nagaoka; Hirotaka Ihara; Reiko Oda
Journal:  Chem Commun (Camb)       Date:  2017-08-03       Impact factor: 6.222

6.  A large dipole moment to promote gelation for 4-nitrophenylacrylonitrile derivatives with gelation-induced emission enhancement properties.

Authors:  Pengchong Xue; Boqi Yao; Yuan Zhang; Peng Chen; Kechang Li; Baijun Liu; Ran Lu
Journal:  Org Biomol Chem       Date:  2014-09-28       Impact factor: 3.876

7.  A dual-functional metallogel of amphiphilic copper(II) quinolinol: redox responsiveness and enantioselectivity.

Authors:  Wangen Miao; Li Zhang; Xiufeng Wang; Hai Cao; Qingxian Jin; Minghua Liu
Journal:  Chemistry       Date:  2013-01-16       Impact factor: 5.236

  8 in total

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