2020
DOI: 10.1039/d0sm00584c
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Self-assembling behaviour of a modified aromatic amino acid in competitive medium

Abstract:

The self-assembly and photophysical properties of 4-nitrophenylalanine (4NP) are changed with the alteration of solvent and final self-assembly state of 4NP in competitive solvent mixture and are dictated by the solvent ratio.

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Cited by 13 publications
(13 citation statements)
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“…The details of gelation of NMI-GW-OMe is given in Table 1. Recently, several emerging properties 26,[36][37][38][39][40][41][42][43] of planar fluorophores have been observed in mixed solvents. One of them is supramolecular gelation [44][45][46][47][48][49][50][51][52][53][54][55][56][57][58][59][60][61] .…”
Section: Resultsmentioning
confidence: 99%
“…The details of gelation of NMI-GW-OMe is given in Table 1. Recently, several emerging properties 26,[36][37][38][39][40][41][42][43] of planar fluorophores have been observed in mixed solvents. One of them is supramolecular gelation [44][45][46][47][48][49][50][51][52][53][54][55][56][57][58][59][60][61] .…”
Section: Resultsmentioning
confidence: 99%
“…UV spectra were also collected for the molecular assemblies of each peptide derivative (Figure S29). The nanoribbons had absorption signals between 250 and 300 nm consistent with presence of the aromatic amino acids, with Ac‐(HphKHphE) 2 ‐NH 2 and Ac‐WKFEFKFE‐NH 2 exhibiting the weakest absorbance in this range 45,46 . The mono‐substituted, di‐substituted, and fully substituted Bip derivatives had an overlaying peak at 250 nm.…”
Section: Resultsmentioning
confidence: 87%
“…The nanoribbons had absorption signals between 250 and 300 nm consistent with presence of the aromatic amino acids, with Ac‐(HphKHphE) 2 ‐NH 2 and Ac‐WKFEFKFE‐NH 2 exhibiting the weakest absorbance in this range. 45 , 46 The mono‐substituted, di‐substituted, and fully substituted Bip derivatives had an overlaying peak at 250 nm. We also observed a long tail over 600 nm that is consistent with elongated π‐stacking or scattering effects from large molecular assemblies.…”
Section: Resultsmentioning
confidence: 99%
“…The presence of a nitro group on the phenylalanine amino acid, as in 4-nitrophenylalanine, can form a highly efficient gelator, compared to the native phenylalanine, in DMSO solvent at 0.6% (w/v) concentration, while the formation of hydrogen bonding mediated crystals takes place in water and in mixed solvents. [69] Metabolite such as L-phenylalanine exhibited flake-like morphology in both cationic and anionic states, suggesting that the intermolecular electrostatic interactions play an important role over π-π aromatic stacking interactions which further inhibits the fibrillar supramolecular structure formation. Thus, intermolecular interactions also play an important role in the selfassembly of phenylalanine, allowing to improve the design and fabrication of self-assembled nanostructures formed by aromatic amino acids.…”
Section: Morphological Properties Of Metabolite Assemblies and The Un...mentioning
confidence: 99%