{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T11:41:47Z","timestamp":1791286907077,"version":"4.1.0"},"reference-count":81,"publisher":"Wiley","issue":"18","license":[{"start":{"date-parts":[[2014,11,5]],"date-time":"2014-11-05T00:00:00Z","timestamp":1415145600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemBioChem"],"published-print":{"date-parts":[[2014,12,15]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The oxidation of the conotoxin \u03bc\u2010SIIIA in different ionic liquids was investigated, and the results were compared with those obtained in [C<jats:sub>2<\/jats:sub>mim][OAc]. Conversion of the reduced precursor into the oxidized product was observed in the protic ILs methyl\u2010 and ethylammonium formate (MAF and EAf, respectively), whereas choline dihydrogenphosphate and Ammoeng 110 failed to yield folded peptide. However, the quality and yield of the peptide obtained in MAF and EAF were lower than in the case of the product from [C<jats:sub>2<\/jats:sub>mim][OAc]. Reaction conditions (temperature, water content) also had an impact on peptide conversion. A closer look at the activities of \u03bc\u2010SIIIA versions derived from an up\u2010scaled synthesis in [C<jats:sub>2<\/jats:sub>mim][OAc] revealed a significant loss of the effect on ion channel Na<jats:sub>V<\/jats:sub>1.4 relative to the buffer\u2010oxidized peptide, whereas digestion of either \u03bc\u2010SIIIA product by trypsin was unaffected. This was attributed to adherence of ions from the IL to the peptide, because the disulfide connectivity is basically the same for the differentially oxidized \u03bc\u2010SIIIA versions.<\/jats:p>","DOI":"10.1002\/cbic.201402356","type":"journal-article","created":{"date-parts":[[2014,11,5]],"date-time":"2014-11-05T12:42:18Z","timestamp":1415191338000},"page":"2754-2765","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":23,"title":["Application of Room\u2010Temperature Aprotic and Protic Ionic Liquids for Oxidative Folding of Cysteine\u2010Rich Peptides"],"prefix":"10.1002","volume":"15","author":[{"given":"Pascal","family":"Heimer","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alesia A.","family":"Tietze","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Miriam","family":"B\u00f6hm","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ralf","family":"Giernoth","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Andrea","family":"Kuchenbuch","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Annegret","family":"Stark","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Enrico","family":"Leipold","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Stefan H.","family":"Heinemann","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christian","family":"Kandt","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Diana","family":"Imhof","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2014,11,5]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr050946x"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200800620"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar030252f"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.3390\/molecules17044158"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0003-2670(01)01543-4"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1gc15334j"},{"key":"e_1_2_6_7_2","first-page":"333","volume-title":"Ionic Liquids in Biotransformation and Organocatalysis: Solvents and Beyond","author":"Toma S.","year":"2012"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcatb.2005.08.007"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/9781118158753.ch2"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1002\/9781118158753"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1038\/447917a"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ie1007745"},{"key":"e_1_2_6_13_2","unstructured":"\u00a0"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.4172\/2324-9099.1000e102"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1590\/S0104-66322012000100001"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.fuproc.2009.09.002"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/psc.1106"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.peptides.2010.04.002"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.201100405"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200806085"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi902137c"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/cphc.201300736"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.enzmictec.2009.06.015"},{"key":"e_1_2_6_24_2","unstructured":"\u00a0"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/C1CP21947B"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.1039\/c0cc03089a"},{"key":"e_1_2_6_27_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cp22195g"},{"key":"e_1_2_6_28_2","doi-asserted-by":"publisher","DOI":"10.1002\/cphc.201100915"},{"key":"e_1_2_6_29_2","doi-asserted-by":"publisher","DOI":"10.1080\/10826070601063450"},{"key":"e_1_2_6_30_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2008.09.064"},{"key":"e_1_2_6_31_2","doi-asserted-by":"publisher","DOI":"10.1002\/cphc.200800523"},{"key":"e_1_2_6_32_2","doi-asserted-by":"publisher","DOI":"10.1021\/je101184s"},{"key":"e_1_2_6_33_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi960820h"},{"key":"e_1_2_6_34_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.toxicon.2005.10.008"},{"key":"e_1_2_6_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi801010u"},{"key":"e_1_2_6_36_2","doi-asserted-by":"crossref","first-page":"4473","DOI":"10.1523\/JNEUROSCI.18-12-04473.1998","volume":"18","author":"Shon K. J.","year":"1998","journal-title":"J. Neurosci."},{"key":"e_1_2_6_37_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201107011"},{"key":"e_1_2_6_38_2","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M309594200"},{"key":"e_1_2_6_39_2","doi-asserted-by":"publisher","DOI":"10.1034\/j.1399-3011.2003.t01-1-00048.x"},{"key":"e_1_2_6_40_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.febslet.2006.01.057"},{"key":"e_1_2_6_41_2","unstructured":"\u00a0"},{"key":"e_1_2_6_42_2","doi-asserted-by":"publisher","DOI":"10.1039\/b714629a"},{"key":"e_1_2_6_43_2","unstructured":"R. Lungwitz TU Chemnitz private communication 2011."},{"key":"e_1_2_6_44_2","doi-asserted-by":"publisher","DOI":"10.1021\/bk-2010-1033.ch006"},{"key":"e_1_2_6_45_2","doi-asserted-by":"publisher","DOI":"10.1007\/128_2008_43"},{"key":"e_1_2_6_46_2","doi-asserted-by":"publisher","DOI":"10.1039\/b905388c"},{"key":"e_1_2_6_47_2","doi-asserted-by":"publisher","DOI":"10.1021\/bm070041o"},{"key":"e_1_2_6_48_2","unstructured":"\u00a0"},{"key":"e_1_2_6_49_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00253-010-2933-4"},{"key":"e_1_2_6_50_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bej.2009.05.005"},{"key":"e_1_2_6_51_2","doi-asserted-by":"publisher","DOI":"10.1002\/bit.21720"},{"key":"e_1_2_6_52_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cp21187k"},{"key":"e_1_2_6_53_2","doi-asserted-by":"publisher","DOI":"10.1002\/bip.20515"},{"key":"e_1_2_6_54_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr2003773"},{"key":"e_1_2_6_55_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2cp23983c"},{"key":"e_1_2_6_56_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp3057064"},{"key":"e_1_2_6_57_2","doi-asserted-by":"publisher","DOI":"10.1039\/b808532c"},{"key":"e_1_2_6_58_2","doi-asserted-by":"publisher","DOI":"10.1016\/0010-4655(95)00042-E"},{"key":"e_1_2_6_59_2","doi-asserted-by":"publisher","DOI":"10.1021\/ct700301q"},{"key":"e_1_2_6_60_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00249-011-0700-9"},{"key":"e_1_2_6_61_2","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkt416"},{"key":"e_1_2_6_62_2","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pcbi.1003154"},{"key":"e_1_2_6_63_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1096-987X(199709)18:12<1463::AID-JCC4>3.0.CO;2-H"},{"key":"e_1_2_6_64_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.2408420"},{"key":"e_1_2_6_65_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.448118"},{"key":"e_1_2_6_66_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.464397"},{"key":"e_1_2_6_67_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.470117"},{"key":"e_1_2_6_68_2","doi-asserted-by":"publisher","DOI":"10.1021\/ct200196m"},{"key":"e_1_2_6_69_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp206974h"},{"key":"e_1_2_6_70_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp109612k"},{"key":"e_1_2_6_71_2","doi-asserted-by":"publisher","DOI":"10.1007\/128_2008_36"},{"key":"e_1_2_6_72_2","doi-asserted-by":"publisher","DOI":"10.1063\/1.2191493"},{"key":"e_1_2_6_73_2","unstructured":"W. L. DeLano The PyMol Molecular Graphics System DeLano Scientific San Carlos CA USA 2002."},{"key":"e_1_2_6_74_2","doi-asserted-by":"publisher","DOI":"10.1002\/prot.23122"},{"key":"e_1_2_6_75_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bbamem.2012.10.016"},{"key":"e_1_2_6_76_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi3014714"},{"key":"e_1_2_6_77_2","doi-asserted-by":"publisher","DOI":"10.1021\/bi201814s"},{"key":"e_1_2_6_78_2","doi-asserted-by":"publisher","DOI":"10.1016\/0896-6273(89)90113-X"},{"key":"e_1_2_6_79_2","first-page":"876","volume":"17","author":"Jurman M. E.","year":"1994","journal-title":"Biotechnique"},{"key":"e_1_2_6_80_2","doi-asserted-by":"publisher","DOI":"10.1007\/s004240050959"},{"key":"e_1_2_6_81_2","doi-asserted-by":"publisher","DOI":"10.1021\/ed078p1535"}],"container-title":["ChemBioChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fcbic.201402356","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbic.201402356","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T16:23:43Z","timestamp":1760286223000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cbic.201402356"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,11,5]]},"references-count":81,"journal-issue":{"issue":"18","published-print":{"date-parts":[[2014,12,15]]}},"alternative-id":["10.1002\/cbic.201402356"],"URL":"https:\/\/doi.org\/10.1002\/cbic.201402356","archive":["Portico"],"relation":{},"ISSN":["1439-4227","1439-7633"],"issn-type":[{"value":"1439-4227","type":"print"},{"value":"1439-7633","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014,11,5]]},"assertion":[{"value":"2014-07-09","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2014-11-05","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}