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However, the specific influence of molecular interactions arising from individual amino acids on overall structural stability of the resulting nanostructures remains insufficiently explored. Herein, we report a newly designed stiff\u2010stilbene amphiphile functionalized with alanine amino acid groups (\n                    <jats:bold>SA<\/jats:bold>\n                    <jats:sub>\n                      <jats:bold>Ala<\/jats:bold>\n                    <\/jats:sub>\n                    ). The molecular design of\n                    <jats:bold>SA<\/jats:bold>\n                    <jats:sub>\n                      <jats:bold>Ala<\/jats:bold>\n                    <\/jats:sub>\n                    incorporates advanced\n                    <jats:italic>\u03c0\u2013\u03c0<\/jats:italic>\n                    interactions between stiff\u2010stilbene cores and amide hydrogen bonding, which together dictate the intermolecular distance and enable the construction of supramolecular nanostructures with pH and thermal stability at temperature up to 95\u00b0C. X\u2010ray diffraction studies of the macroscopic soft scaffold of\n                    <jats:bold>SA<\/jats:bold>\n                    <jats:sub>\n                      <jats:bold>Ala<\/jats:bold>\n                    <\/jats:sub>\n                    further reveal that the presence of higher order tubular packing within the nanotubes of\n                    <jats:bold>SA<\/jats:bold>\n                    <jats:sub>\n                      <jats:bold>Ala<\/jats:bold>\n                    <\/jats:sub>\n                    serves as one of the crucial factors in extraordinary stability against structural deformation by external stimulations. Modifications on the steric bulkiness of the amino\u2010acid side chain from methyl\u2010groups to isopropyl\u2010groups can reduce the structural stability of the corresponding nanostructures and macroscopic soft scaffolds stabilities towards light stimulations at macroscopic level. Combined with the demonstrated biocompatibility of\n                    <jats:bold>SA<\/jats:bold>\n                    <jats:sub>\n                      <jats:bold>Ala<\/jats:bold>\n                    <\/jats:sub>\n                    , these findings pave the way for the next generation design of biocompatible robust supramolecular materials.\n                  <\/jats:p>","DOI":"10.1002\/smsc.70305","type":"journal-article","created":{"date-parts":[[2026,5,12]],"date-time":"2026-05-12T05:37:29Z","timestamp":1778564249000},"source":"Crossref","is-referenced-by-count":0,"title":["Engineering Robust Supramolecular Nanoassemblies from Amino\u2010Acid Functionalized Stiff\u2010Stilbene Amphiphiles"],"prefix":"10.1002","volume":"6","author":[{"given":"Khloe Shuk\u2010Ying","family":"Kwan","sequence":"first","affiliation":[{"name":"Department of Applied Biology and Chemical Technology Research Institute for Future Food The Hong Kong Polytechnic University  Hong Kong 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