{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,17]],"date-time":"2025-10-17T13:24:25Z","timestamp":1760707465466,"version":"build-2065373602"},"reference-count":31,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2005,2,10]],"date-time":"2005-02-10T00:00:00Z","timestamp":1107993600000},"content-version":"vor","delay-in-days":9,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Eur J Org Chem"],"published-print":{"date-parts":[[2005,2]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The expression of molecular chirality during the self\u2010assembly of an amino\u2010acid\u2010based macrocyclic organogelator (<jats:bold>1<\/jats:bold>) has been studied. The gelation behaviour of enantiopure samples, as well as mixtures of both enantiomers, of this compound have been studied and important differences have been found between them. For example, the enantiopure samples form gels whereas the racemates does not. Electron microscopy reveals the formation of helicoidal fibers of opposite handedness in the gels formed by pure enantiomers, whereas only straight ribbons are found in the racemate and most of the nonenantiopure mixtures. X\u2010ray powder diffraction shows an enantiospecific self\u2010assembly in the mixtures that indicates the formation of enantiopure aggregates in all cases. These results are rationalized by considering the influence of the aggregates size on the gelation ability as well as the chirality expression at the supramolecular level. (\u00a9 Wiley\u2010VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2005)<\/jats:p>","DOI":"10.1002\/ejoc.200400629","type":"journal-article","created":{"date-parts":[[2005,2,10]],"date-time":"2005-02-10T06:46:37Z","timestamp":1108017997000},"page":"481-485","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":52,"title":["Understanding the Expression of Molecular Chirality in the Self\u2010Assembly of a Peptidomimetic Organogelator"],"prefix":"10.1002","volume":"2005","author":[{"given":"Jorge","family":"Becerril","sequence":"first","affiliation":[]},{"given":"Beatriu","family":"Escuder","sequence":"additional","affiliation":[]},{"given":"Juan F.","family":"Miravet","sequence":"additional","affiliation":[]},{"given":"Raquel","family":"Gavara","sequence":"additional","affiliation":[]},{"given":"Santiago V.","family":"Luis","sequence":"additional","affiliation":[]}],"member":"311","published-online":{"date-parts":[[2005,2,10]]},"reference":[{"key":"e_1_2_7_1_2","doi-asserted-by":"publisher","DOI":"10.1002\/3527607439"},{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/b305550g"},{"key":"e_1_2_7_3_2","unstructured":"\u00a0"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00020a008"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19980202)37:1\/2<63::AID-ANIE63>3.0.CO;2-4"},{"key":"e_1_2_7_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja027660j"},{"key":"e_1_2_7_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/B201099M"},{"key":"e_1_2_7_8_2","unstructured":"\u00a0"},{"key":"e_1_2_7_9_2","doi-asserted-by":"publisher","DOI":"10.1038\/19053"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja028403h"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja034273g"},{"key":"e_1_2_7_12_2","unstructured":"\u00a0"},{"key":"e_1_2_7_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19961081719"},{"key":"e_1_2_7_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3757(19981002)110:19<2835::AID-ANGE2835>3.0.CO;2-R"},{"key":"e_1_2_7_15_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200304573"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol049737"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200400105"},{"key":"e_1_2_7_18_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1095353"},{"key":"e_1_2_7_19_2","unstructured":"\u00a0"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20001215)6:24<4552::AID-CHEM4552>3.0.CO;2-5"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200390284"},{"key":"e_1_2_7_22_2","unstructured":"\u00a0"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/0009-3084(88)90083-7"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.90.1.163"},{"key":"e_1_2_7_25_2","unstructured":"\u00a0"},{"key":"e_1_2_7_26_2","doi-asserted-by":"publisher","DOI":"10.1039\/b111229e"},{"key":"e_1_2_7_27_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200400031"},{"key":"e_1_2_7_28_1","unstructured":"Racemic mixtures were prepared by mixing the enantiomers in equal proportions. 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