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@ARTICLE{Singh:1040655,
author = {Singh, Pijush and Yadav, Manju Siyaram and Kuila, Soumen
and Paul, Amit Kumar and Ray, Debes and Misra, Souvik and
Naskar, Jishu and Aswal, Vinod Kumar and Nanda, Jayanta},
title = {{S}upramolecular {G}elation {B}ased on {N}ative {A}mino
{A}cid {T}yrosine and {I}ts {C}harge-{T}ransfer {C}omplex
{F}ormation},
journal = {Langmuir},
volume = {41},
number = {3},
issn = {0743-7463},
address = {Washington, DC},
publisher = {ACS Publ.},
reportid = {FZJ-2025-01989},
pages = {1639 - 1650},
year = {2025},
abstract = {Self-assembly of amino acids and short-peptide derivatives
attracted significant curiosity worldwide due to their
unique self-assembly process and wide variety of
applications. Amino acid is considered one of the important
synthons in supramolecular chemistry. Self-assembly
processes and applications of unfunctionalized native amino
acids have been less reported in the literature. In this
article, we are first-time reporting the self-assembly
process of tyrosine (Tyr), an aromatic amino acid, in
dimethyl sulfoxide (DMSO) solvent. Most of the studies
related to Tyr self-assembly were reported in different
aqueous solutions. In our work, we studied the self-assembly
in several common organic solvents and found that Tyr could
self-assemble into a supramolecular gel in dimethyl
sulfoxide (DMSO) solvent. The self-assembly process was
investigated by several techniques, such as UV–vis,
fluorescence, FTIR, and NMR spectroscopy. Morphological
features on the nanoscale were investigated through scanning
electron microscopy (SEM). SEM images indicated the
formation of nanofibrils with high aspect ratios. The
supramolecular gel property was investigated by different
rheological experiments. Computational study on the
self-assembly process of Tyr in DMSO medium suggested that
noncovalent interactions like hydrogen bonding and π–π
stacking among the Tyr molecules played a prominent role.
Finally, the charge-transfer complex formation ability of
electron-rich Tyr with electron-deficient
2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) was studied.
In the presence of DDQ due to the charge-transfer complex
formation, the supramolecular gel converted into a reddish
color solution, and their fibrillar nanoscale morphologies
collapsed.},
cin = {IBI-4},
ddc = {540},
cid = {I:(DE-Juel1)IBI-4-20200312},
pnm = {5241 - Molecular Information Processing in Cellular Systems
(POF4-524)},
pid = {G:(DE-HGF)POF4-5241},
typ = {PUB:(DE-HGF)16},
pubmed = {39811922},
UT = {WOS:001396621200001},
doi = {10.1021/acs.langmuir.4c03708},
url = {https://juser.fz-juelich.de/record/1040655},
}