{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T18:26:52Z","timestamp":1760984812947},"reference-count":55,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2013,10,25]],"date-time":"2013-10-25T00:00:00Z","timestamp":1382659200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Biopolymers"],"published-print":{"date-parts":[[2014,1]]},"abstract":"<jats:title>ABSTRACT<\/jats:title><jats:p>The conformational preferences of helix foldamers having different sizes of the H\u2010bonded pseudocycles have been studied for di\u2010 to octa\u2010\u03b3<jats:sup>2,3<\/jats:sup>\u2010peptides based on 2\u2010(aminomethyl)cyclohexanecarboxylic acid (\u03b3Amc<jats:sub>6<\/jats:sub>) with a cyclohexyl constraint on the C<jats:sup>\u03b1<\/jats:sup>\u2013C<jats:sup>\u03b2<\/jats:sup> bond using density functional methods. The helical structures of the \u03b3Amc<jats:sub>6<\/jats:sub> oligopeptides with homochiral configurations are known to be much stable than those with heterochiral configurations in the gas phase and in solution (chloroform and water). In particular, it is found that the (P\/M)\u22122.5<jats:sub>14<\/jats:sub>\u2010helices are most preferred in the gas phase and in chloroform, whereas the (P\/M)\u22122.3<jats:sub>12<\/jats:sub>\u2010helices become most populated in water due to the larger helix dipole moments. As the peptide sequence becomes longer, the helix propensities of 14\u2010 and 12\u2010helices are found to increase both in the gas phase and in solution. The \u03b3Amc<jats:sub>6<\/jats:sub> peptides longer than octapeptide are expected to exist as a mixture of 12\u2010 and 14\u2010helices with the similar populations in water. The mean backbone torsion angles and helical parameters of the 14\u2010helix foldamers of \u03b3Amc<jats:sub>6<\/jats:sub> oligopeptides are quite similar to those of 2\u2010aminocyclohexylacetic acid oligopeptides and \u03b3<jats:sup>2,3,4<\/jats:sup>\u2010aminobutyric acid tetrapeptide in the solid state, despite the different substituents on the backbone. \u00a9 2013 Wiley Periodicals, Inc. Biopolymers 101: 87\u201395, 2014.<\/jats:p>","DOI":"10.1002\/bip.22287","type":"journal-article","created":{"date-parts":[[2013,5,22]],"date-time":"2013-05-22T16:30:00Z","timestamp":1369240200000},"page":"87-95","source":"Crossref","is-referenced-by-count":11,"title":["Conformational preferences of helix foldamers of \u03b3\u2010peptides based on 2\u2010(aminomethyl)cyclohexanecarboxylic acid"],"prefix":"10.1002","volume":"101","author":[{"given":"Byung Jin","family":"Byun","sequence":"first","affiliation":[{"name":"Department of Chemistry Chungbuk National University Cheongju Chungbuk 361\u2010763 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Young Kee","family":"Kang","sequence":"additional","affiliation":[{"name":"Department of Chemistry Chungbuk National University Cheongju Chungbuk 361\u2010763 Republic of Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2013,10,25]]},"reference":[{"key":"e_1_2_5_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar960298r"},{"key":"e_1_2_5_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr990120t"},{"key":"e_1_2_5_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio876"},{"key":"e_1_2_5_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/9783527611478"},{"key":"e_1_2_5_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.200490087"},{"key":"e_1_2_5_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/bip.20391"},{"key":"e_1_2_5_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo052340e"},{"key":"e_1_2_5_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar700263g"},{"key":"e_1_2_5_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar800009n"},{"key":"e_1_2_5_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr100100x"},{"key":"e_1_2_5_12_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00726-011-0893-3"},{"key":"e_1_2_5_13_1","doi-asserted-by":"publisher","DOI":"10.1039\/C1CS15097A"},{"key":"e_1_2_5_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.19960790402"},{"key":"e_1_2_5_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja963290l"},{"key":"e_1_2_5_16_1","doi-asserted-by":"publisher","DOI":"10.1038\/387381a0"},{"key":"e_1_2_5_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja9742186"},{"key":"e_1_2_5_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)00661-X"},{"key":"e_1_2_5_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja0475095"},{"key":"e_1_2_5_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1522-2675(19991006)82:10<1559::AID-HLCA1559>3.0.CO;2-A"},{"key":"e_1_2_5_21_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.19970800703"},{"key":"e_1_2_5_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.19980810513"},{"key":"e_1_2_5_23_1","doi-asserted-by":"publisher","DOI":"10.1002\/1522-2675(200209)85:9<2577::AID-HLCA2577>3.0.CO;2-D"},{"key":"e_1_2_5_24_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2ob26615f"},{"key":"e_1_2_5_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.19980810514"},{"key":"e_1_2_5_26_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja9814671"},{"key":"e_1_2_5_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(99)00860-6"},{"key":"e_1_2_5_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/b008377l"},{"key":"e_1_2_5_29_1","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3765(20020201)8:3<573::AID-CHEM573>3.0.CO;2-H"},{"key":"e_1_2_5_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200501055"},{"key":"e_1_2_5_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200504380"},{"key":"e_1_2_5_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja981939b"},{"key":"e_1_2_5_33_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1097-0282(199908)50:2<167::AID-BIP6>3.0.CO;2-M"},{"key":"e_1_2_5_34_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja990955l"},{"key":"e_1_2_5_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp010021v"},{"key":"e_1_2_5_36_1","doi-asserted-by":"publisher","DOI":"10.1002\/1522-2675(200207)85:7<2149::AID-HLCA2149>3.0.CO;2-2"},{"key":"e_1_2_5_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/1522-2675(200210)85:10<3144::AID-HLCA3144>3.0.CO;2-P"},{"key":"e_1_2_5_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.200390208"},{"key":"e_1_2_5_39_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo0480489"},{"key":"e_1_2_5_40_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.201200436"},{"key":"e_1_2_5_41_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2006.12.001"},{"key":"e_1_2_5_42_1","doi-asserted-by":"crossref","first-page":"527","DOI":"10.1002\/9783527631766.ch13","volume-title":"Amino acids, Peptides and Proteins in Organic Chemistry","author":"Trabocchi A.","year":"2009"},{"key":"e_1_2_5_43_1","doi-asserted-by":"publisher","DOI":"10.1039\/B611882H"},{"key":"e_1_2_5_44_1","doi-asserted-by":"publisher","DOI":"10.1039\/B706528K"},{"key":"e_1_2_5_45_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201101301"},{"key":"e_1_2_5_46_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol3008815"},{"key":"e_1_2_5_47_1","doi-asserted-by":"publisher","DOI":"10.1002\/bip.22119"},{"key":"e_1_2_5_48_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00214-007-0310-x"},{"key":"e_1_2_5_49_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp810292n"},{"key":"e_1_2_5_50_1","volume-title":"Gaussian 09, Revision A.02","author":"Frisch M. J.","year":"2009"},{"key":"e_1_2_5_51_1","volume-title":"GaussView, Version 5.0","author":"Frisch A.","year":"2009"},{"key":"e_1_2_5_52_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.compbiolchem.2008.03.012"},{"key":"e_1_2_5_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma60030a017"},{"key":"e_1_2_5_54_1","doi-asserted-by":"publisher","DOI":"10.1021\/ma60030a031"},{"key":"e_1_2_5_55_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00082a029"},{"key":"e_1_2_5_56_1","doi-asserted-by":"publisher","DOI":"10.1016\/0079-6107(84)90007-5"}],"container-title":["Biopolymers"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fbip.22287","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/bip.22287","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,10,5]],"date-time":"2023-10-05T23:28:44Z","timestamp":1696548524000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/bip.22287"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2013,10,25]]},"references-count":55,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2014,1]]}},"alternative-id":["10.1002\/bip.22287"],"URL":"https:\/\/doi.org\/10.1002\/bip.22287","archive":["Portico"],"relation":{},"ISSN":["0006-3525","1097-0282"],"issn-type":[{"value":"0006-3525","type":"print"},{"value":"1097-0282","type":"electronic"}],"subject":[],"published":{"date-parts":[[2013,10,25]]}}}