{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,9]],"date-time":"2026-10-09T08:50:01Z","timestamp":1791535801740,"version":"4.3.4"},"reference-count":46,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T00:00:00Z","timestamp":1791331200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"},{"start":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T00:00:00Z","timestamp":1791331200000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100001665","name":"Agence Nationale de la Recherche","doi-asserted-by":"publisher","award":["ANR\u201017\u2010CE07\u20100020"],"award-info":[{"award-number":["ANR\u201017\u2010CE07\u20100020"]}],"id":[{"id":"10.13039\/501100001665","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001665","name":"Agence Nationale de la Recherche","doi-asserted-by":"publisher","award":["ANR\u201018\u2010CE07\u20100018"],"award-info":[{"award-number":["ANR\u201018\u2010CE07\u20100018"]}],"id":[{"id":"10.13039\/501100001665","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003725","name":"National Research Foundation of Korea","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100003725","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    <jats:italic>Meso<\/jats:italic>\n                    oligoureas are dynamic hydrogen\u2010bonded foldamers capable of reversible helix polarity inversion but have so far been limited to symmetrical\n                    <jats:italic>meso<\/jats:italic>\n                    \u2010cyclohexane\u20101,2\u2010diamine monomeric units, limiting both sequence diversity and structural modification. Here, we report the synthesis and characterization of\n                    <jats:italic>meso<\/jats:italic>\n                    and \u201cnear\u2010\n                    <jats:italic>meso<\/jats:italic>\n                    \u201d oligoureas assembled exclusively from chiral units, thereby expanding the accessible sequence space. Despite their overall symmetry,\n                    <jats:italic>meso<\/jats:italic>\n                    oligoureas display sequence\u2010dependent helix\u2010forming propensities. Controlled desymmetrization of terminal groups induces a preferred helix screw\u2010sense, while binding of achiral hydrogen\u2010bond acceptors reverses the directionality of the intramolecular hydrogen\u2010bonding network, leading to sequence\u2010dependent screw\u2010sense inversion. Structural, spectroscopic, and solution studies consistently support this stimulus\u2010responsive folding behavior.\n                  <\/jats:p>","DOI":"10.1002\/anie.6601433","type":"journal-article","created":{"date-parts":[[2026,10,7]],"date-time":"2026-10-07T11:58:03Z","timestamp":1791374283000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Control of Helix Screw\u2010Sense Preference in Dynamic Foldamers of\n                    <i>meso<\/i>\n                    Symmetry Built From Chiral Monomeric Units"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0406-3378","authenticated-orcid":false,"given":"Naveen","family":"Gupta","sequence":"first","affiliation":[{"name":"Univ. Bordeaux, CNRS, Bordeaux INP CBMN, UMR 5248, IECB Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9115-9791","authenticated-orcid":false,"given":"M\u00e9gane","family":"Bornerie","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, Bordeaux INP CBMN, UMR 5248, IECB Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bo","family":"Li","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, Bordeaux INP CBMN, UMR 5248, IECB Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Antoine","family":"Hacihasanoglu","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, Bordeaux INP CBMN, UMR 5248, IECB Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Orlando Villegas","family":"Bello","sequence":"additional","affiliation":[{"name":"IPREM E2S UPPA, CNRS, Universit\u00e9 De Pau et des Pays de l'Adour  Pau France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3218-3924","authenticated-orcid":false,"given":"St\u00e9phanie","family":"Antunes","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, Bordeaux INP CBMN, UMR 5248, IECB Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Estelle","family":"Morvan","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, INSERM IECB, US1, UAR 3033 Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jean\u2010Marc","family":"Sotiropoulos","sequence":"additional","affiliation":[{"name":"IPREM E2S UPPA, CNRS, Universit\u00e9 De Pau et des Pays de l'Adour  Pau France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0305-3231","authenticated-orcid":false,"given":"Philippe","family":"Carbonni\u00e8re","sequence":"additional","affiliation":[{"name":"IPREM E2S UPPA, CNRS, Universit\u00e9 De Pau et des Pays de l'Adour  Pau France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1556-2802","authenticated-orcid":false,"given":"Morgane","family":"Pasco","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, Bordeaux INP CBMN, UMR 5248, IECB Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2932-3255","authenticated-orcid":false,"given":"Brice","family":"Kauffmann","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, INSERM IECB, US1, UAR 3033 Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2678-1047","authenticated-orcid":false,"given":"C\u00e9line","family":"Douat","sequence":"additional","affiliation":[{"name":"Department Pharmazie Ludwig Maximilian University of Munich  M\u00fcnchen Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9247-0434","authenticated-orcid":false,"given":"Sung Hyun","family":"Yoo","sequence":"additional","affiliation":[{"name":"Department of Chemistry Chonnam National University Jeonnam\u2010Gwangju Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2584-7502","authenticated-orcid":false,"given":"Gilles","family":"Guichard","sequence":"additional","affiliation":[{"name":"Univ. Bordeaux, CNRS, Bordeaux INP CBMN, UMR 5248, IECB Pessac France"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,10,7]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar960298r"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr990120t"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.200490087"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1039\/C1CS15097A"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar800009n"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio876"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200905592"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.6b00376"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CS00395C"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1568"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbpa.2024.102549"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b05802"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC08309G"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.aax7344"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c07347"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1039\/C6CC07447B"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2CS00982J"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja0527828"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja1097034"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1039\/C4NJ01885K"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b04435"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.201500619"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201601156"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2736"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201604496"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b00567"},{"key":"e_1_2_9_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja401151v"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol3012106"},{"key":"e_1_2_9_30_1","first-page":"195","article-title":"Backbone Amide Linker Strategies for the Solid\u2010phase Synthesis of C\u2010terminal Modified Peptides","volume":"298","author":"Alsina J.","year":"2005","journal-title":"Methods in Molecular Biology (Clifton, NJ)"},{"key":"e_1_2_9_31_1","unstructured":"As expected formesooligoureas the ECD Spectra ofO2aandO3ashowed no discernible signals (Figure S97)."},{"key":"e_1_2_9_32_1","unstructured":"Compound12 which contains three (R)\u2010units and two (S)\u2010units is inherently chiral and adopts a well\u2010defined helical structure whose screw\u2010sense is dictated by the conformational preference of the major units in the sequence. A description of the structure is provided in the legend of Figure S74."},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC03604A"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201602481"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.7554\/eLife.57264"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.2c00562"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.8b01176"},{"key":"e_1_2_9_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/wcms.1493"},{"key":"e_1_2_9_39_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.1c00471"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.1016\/bs.mie.2021.04.019"},{"key":"e_1_2_9_41_1","unstructured":"CrysAlisPRO: CrysAlisPRO Oxford Diffraction \/Agilent Technologies UK Ltd Yarnton England."},{"key":"e_1_2_9_42_1","doi-asserted-by":"publisher","DOI":"10.1107\/S2053229614024218"},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889808042726"},{"key":"e_1_2_9_44_1","first-page":"9","article-title":"PLATON SQUEEZE: a tool for the calculation of the disordered solvent contribution to the calculated structure factors","volume":"71","author":"Spek A. 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