{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,7]],"date-time":"2025-11-07T06:39:51Z","timestamp":1762497591061,"version":"build-2065373602"},"reference-count":48,"publisher":"Wiley","issue":"59","license":[{"start":{"date-parts":[[2025,9,15]],"date-time":"2025-09-15T00:00:00Z","timestamp":1757894400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100018839","name":"Irish Centre for High-End Computing","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100018839","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100010663","name":"H2020 European Research Council","doi-asserted-by":"publisher","award":["101101071"],"award-info":[{"award-number":["101101071"]}],"id":[{"id":"10.13039\/100010663","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2025,10,22]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Metabolites, including amino acids, nucleobases, and vitamins, have emerged as promising candidates for sustainable functional materials due to their inherent biocompatibility and low fabrication costs. Notable examples include glycine\u2010based nanogenerators, indigo\u2010based organic transistors, and caffeine\u2010based optical waveguides. Riboflavin (vitamin B2), forms optically active supramolecular structures in the\n                    <jats:italic>tapetum lucidum<\/jats:italic>\n                    of lemurs and cats; however, its detailed packing and functional role remain unknown. Here, aiming to explore the bio\u2010inspired self\u2010assembly of riboflavin to uncover potential device applications, we discovered and extensively characterized a new single co\u2010crystal using a combination of crystallography, microscopy, and mechanical experiments supported by atomistic molecular models to understand the organization on different surfaces. The crystals exhibit pronounced surface responsiveness, leading to the formation of distinct branched, twisted, and serrated micron\u2010scale morphologies as the riboflavin self\u2010assembled on different substrates of copper, mica, and silicon. This intrinsic ability to adapt shape and generate substrate\u2010templated structures was confirmed computationally and experimentally and was attributed mainly to the crystal's relatively low Young's modulus, reflecting its lattice flexibility. This structure\u2013function study of an adaptable metabolite crystal offers fundamental insights into how molecular organization governs mechanical responsiveness, advancing the understanding of bio\u2010inspired crystallization and paving the way for future technological applications.\n                  <\/jats:p>","DOI":"10.1002\/chem.202500726","type":"journal-article","created":{"date-parts":[[2025,9,16]],"date-time":"2025-09-16T05:11:22Z","timestamp":1757999482000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Experimental and Computational Investigation of Surface\u2010Responsive Riboflavin\u2010Based Self\u2010Assembled Systems"],"prefix":"10.1002","volume":"31","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9600-9741","authenticated-orcid":false,"given":"Ruth","family":"Aizen","sequence":"first","affiliation":[{"name":"The Shmunis School of Biomedicine and Cancer Research George S. Wise Faculty of Life Sciences Tel Aviv University  Tel Aviv 6997801 Israel"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Thangavel","family":"Vijayakanth","sequence":"additional","affiliation":[{"name":"The Shmunis School of Biomedicine and Cancer Research George S. Wise Faculty of Life Sciences Tel Aviv University  Tel Aviv 6997801 Israel"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sarah","family":"Guerin","sequence":"additional","affiliation":[{"name":"Department of Physics Bernal Institute University of Limerick  Limerick V94 T9PX Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Pierre\u2010Andr\u00e9","family":"Cazade","sequence":"additional","affiliation":[{"name":"Department of Physics Bernal Institute University of Limerick  Limerick V94 T9PX Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Om Shanker","family":"Tiwari","sequence":"additional","affiliation":[{"name":"The Shmunis School of Biomedicine and Cancer Research George S. Wise Faculty of Life Sciences Tel Aviv University  Tel Aviv 6997801 Israel"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bin","family":"Xue","sequence":"additional","affiliation":[{"name":"National Laboratory of Solid\u2010State Microstructure Department of Physics Nanjing University  Nanjing 210000 China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Linda J. W.","family":"Shimon","sequence":"additional","affiliation":[{"name":"Department of Chemical Research Support Weizmann Institute of Science  Rehovot 76100 Israel"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yi","family":"Cao","sequence":"additional","affiliation":[{"name":"National Laboratory of Solid\u2010State Microstructure Department of Physics Nanjing University  Nanjing 210000 China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Damien","family":"Thompson","sequence":"additional","affiliation":[{"name":"Department of Physics Bernal Institute University of Limerick  Limerick V94 T9PX Ireland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5764-1720","authenticated-orcid":false,"given":"Ehud","family":"Gazit","sequence":"additional","affiliation":[{"name":"The Shmunis School of Biomedicine and Cancer Research George S. Wise Faculty of Life Sciences Tel Aviv University  Tel Aviv 6997801 Israel"},{"name":"Department of Materials Science and Engineering Tel Aviv University  Tel Aviv 6997801 Israel"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2025,9,15]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199013041"},{"key":"e_1_2_7_1_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199611541"},{"key":"e_1_2_7_1_3","doi-asserted-by":"publisher","DOI":"10.1126\/science.1070821"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1038\/nature01601"},{"key":"e_1_2_7_2_2","first-page":"1","volume-title":"Stimuli\u2010Responsive Materials: From Molecules to Nature Mimicking Materials Design","author":"Urban M. W.","year":"2016"},{"key":"e_1_2_7_2_3","doi-asserted-by":"publisher","DOI":"10.1126\/science.1205962"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00664"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41570-020-0215-y"},{"key":"e_1_2_7_3_3","doi-asserted-by":"publisher","DOI":"10.1007\/s11051-018-4217-3"},{"key":"e_1_2_7_3_4","doi-asserted-by":"publisher","DOI":"10.1002\/cnma.202200055"},{"key":"e_1_2_7_3_5","doi-asserted-by":"publisher","DOI":"10.1002\/syst.202200021"},{"key":"e_1_2_7_3_6","doi-asserted-by":"publisher","DOI":"10.1002\/ijch.202100069"},{"key":"e_1_2_7_3_7","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201800006"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/nmat5045"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c02993"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/adma.201102619"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1039\/c4ce00084f"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/183985a0"},{"key":"e_1_2_7_7_2","doi-asserted-by":"publisher","DOI":"10.1001\/archopht.1963.00960050533017"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1463-5224.2004.00318.x"},{"key":"e_1_2_7_8_2","doi-asserted-by":"publisher","DOI":"10.1159\/000147463"},{"key":"e_1_2_7_8_3","doi-asserted-by":"publisher","DOI":"10.1016\/S0014-4835(63)80012-3"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/jps.3030320205"},{"key":"e_1_2_7_9_2","first-page":"393","volume":"9","author":"Sakate H.","year":"1955","journal-title":"Vitamins"},{"key":"e_1_2_7_9_3","unstructured":"c)J. K.Dale Crystalline form of riboflavin US Patent US2603633A 1952;"},{"key":"e_1_2_7_9_4","doi-asserted-by":"publisher","DOI":"10.1021\/acsami.3c15853"},{"key":"e_1_2_7_9_5","doi-asserted-by":"publisher","DOI":"10.1107\/S2053229621012171"},{"key":"e_1_2_7_9_6","doi-asserted-by":"publisher","DOI":"10.1021\/acs.cgd.4c00480"},{"key":"e_1_2_7_9_7","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2019.02.084"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41570-017-0088"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja993363b"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp5030558"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1063\/1.3362245"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/b511119f"},{"key":"e_1_2_7_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/adma.202308726"},{"key":"e_1_2_7_13_3","doi-asserted-by":"publisher","DOI":"10.3390\/s150922914"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.apmt.2020.100818"},{"key":"e_1_2_7_14_2","doi-asserted-by":"publisher","DOI":"10.1143\/JJAP.3.117"},{"key":"e_1_2_7_14_3","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201805479"},{"key":"e_1_2_7_14_4","doi-asserted-by":"publisher","DOI":"10.1002\/adfm.202109492"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsami.6b03597"},{"key":"e_1_2_7_15_2","doi-asserted-by":"publisher","DOI":"10.1039\/D3CS00202K"},{"key":"e_1_2_7_15_3","doi-asserted-by":"publisher","DOI":"10.1038\/nnano.2012.69"},{"key":"e_1_2_7_15_4","doi-asserted-by":"publisher","DOI":"10.1021\/acsnano.0c01654"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1115\/1.2720924"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.3390\/mi9120654"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/cphc.201600586"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.sna.2013.05.004"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.202500726","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,11,7]],"date-time":"2025-11-07T06:35:13Z","timestamp":1762497313000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.202500726"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,9,15]]},"references-count":48,"journal-issue":{"issue":"59","published-print":{"date-parts":[[2025,10,22]]}},"alternative-id":["10.1002\/chem.202500726"],"URL":"https:\/\/doi.org\/10.1002\/chem.202500726","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"type":"print","value":"0947-6539"},{"type":"electronic","value":"1521-3765"}],"subject":[],"published":{"date-parts":[[2025,9,15]]},"assertion":[{"value":"2025-02-25","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-09-02","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-09-15","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e00726"}}