{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,3]],"date-time":"2026-08-03T22:13:29Z","timestamp":1785795209025,"version":"3.56.0"},"reference-count":43,"publisher":"Royal Society of Chemistry (RSC)","issue":"74","license":[{"start":{"date-parts":[[2021,7,21]],"date-time":"2021-07-21T00:00:00Z","timestamp":1626825600000},"content-version":"am","delay-in-days":567,"URL":"http:\/\/rsc.li\/journals-terms-of-use"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"crossref","award":["EXC-2033"],"award-info":[{"award-number":["EXC-2033"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"crossref","award":["GRK 2341"],"award-info":[{"award-number":["GRK 2341"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"crossref","award":["ME 4267\/5-1"],"award-info":[{"award-number":["ME 4267\/5-1"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/100005156","name":"Alexander von Humboldt-Stiftung","doi-asserted-by":"crossref","award":["Postdoc grant to DPD"],"award-info":[{"award-number":["Postdoc grant to DPD"]}],"id":[{"id":"10.13039\/100005156","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100002322","name":"Coordena\u00e7\u00e3o de Aperfei\u00e7oamento de Pessoal de N\u00edvel Superior","doi-asserted-by":"crossref","award":["Postdoc grant to DPD"],"award-info":[{"award-number":["Postdoc grant to DPD"]}],"id":[{"id":"10.13039\/501100002322","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Chem. Commun."],"abstract":"<p>Despite the large and flexible structure of erythromycin and its derivatives, VCD spectroscopy is shown to be sensitive to various structural changes including chemical changes and epimerizations of single stereocenters.<\/p>","DOI":"10.1039\/d0cc03838e","type":"journal-article","created":{"date-parts":[[2020,7,21]],"date-time":"2020-07-21T04:03:54Z","timestamp":1595304234000},"page":"10926-10929","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":22,"title":["Sensitivity of VCD spectroscopy for small structural and stereochemical changes of macrolide antibiotics"],"prefix":"10.1039","volume":"56","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3576-5148","authenticated-orcid":false,"given":"Daniel P.","family":"Demarque","sequence":"first","affiliation":[{"name":"Ruhr-Universit\u00e4t Bochum"},{"name":"Organische Chemie 2"},{"name":"Stereochemistry and Chiroptical Spectroscopy"},{"name":"44801 Bochum"},{"name":"Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2193-5422","authenticated-orcid":false,"given":"Sascha","family":"Heinrich","sequence":"additional","affiliation":[{"name":"Ruhr-Universit\u00e4t Bochum"},{"name":"Organische Chemie 1"},{"name":"Natural Products Chemistry"},{"name":"44801 Bochum"},{"name":"Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3946-7137","authenticated-orcid":false,"given":"Frank","family":"Schulz","sequence":"additional","affiliation":[{"name":"Ruhr-Universit\u00e4t Bochum"},{"name":"Organische Chemie 1"},{"name":"Natural Products Chemistry"},{"name":"44801 Bochum"},{"name":"Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4106-1905","authenticated-orcid":false,"given":"Christian","family":"Merten","sequence":"additional","affiliation":[{"name":"Ruhr-Universit\u00e4t Bochum"},{"name":"Organische Chemie 2"},{"name":"Stereochemistry and Chiroptical Spectroscopy"},{"name":"44801 Bochum"},{"name":"Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2020]]},"reference":[{"key":"D0CC03838E-(cit1a)\/*[position()=1]","volume-title":"Pharmacognosy","author":"Reynolds","year":"2017","unstructured":"W. F. Reynolds  , in  Pharmacognosy , ed.  S. Badal  and  R. Delgoda ,  Academic Press ,  Boston ,  2017 ,  pp. 567\u2013596"},{"key":"D0CC03838E-(cit1b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"177","DOI":"10.3184\/003685015X14308420934112","volume":"98","author":"Hanson","year":"2015","journal-title":"Sci. Prog."},{"key":"D0CC03838E-(cit1c)\/*[position()=1]","volume-title":"Modern NMR Approaches to the Structure Elucidation of Natural Products: Data Acquisition and Applications to Compound Classes","author":"Williams","year":"2017","unstructured":"A. Williams  ,  et al. ,  Modern NMR Approaches to the Structure Elucidation of Natural Products: Data Acquisition and Applications to Compound Classes ,  The Royal Society of Chemistry ,  2017 , vol. 2"},{"key":"D0CC03838E-(cit2)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"432","DOI":"10.1039\/C5NP00073D","volume":"33","author":"Demarque","year":"2016","journal-title":"Nat. Prod. Rep."},{"key":"D0CC03838E-(cit3)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2451","DOI":"10.1038\/nprot.2007.354","volume":"2","author":"Hoye","year":"2007","journal-title":"Nat. Protoc."},{"key":"D0CC03838E-(cit4)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"774","DOI":"10.1002\/chir.22748","volume":"29","author":"Harada","year":"2017","journal-title":"Chirality"},{"key":"D0CC03838E-(cit5a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1012","DOI":"10.1002\/anie.200460864","volume":"44","author":"Nicolaou","year":"2005","journal-title":"Angew. Chem., Int. Ed."},{"key":"D0CC03838E-(cit5b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"179","DOI":"10.1002\/ijch.201600087","volume":"57","author":"Nicolaou","year":"2017","journal-title":"Isr. J. Chem."},{"key":"D0CC03838E-(cit6a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"654","DOI":"10.1002\/cbic.200300581","volume":"4","author":"Caffrey","year":"2003","journal-title":"ChemBioChem"},{"key":"D0CC03838E-(cit6b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"898","DOI":"10.1016\/j.chembiol.2007.07.009","volume":"14","author":"Keatinge-Clay","year":"2007","journal-title":"Chem. Biol."},{"key":"D0CC03838E-(cit7a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"8797","DOI":"10.1021\/acs.joc.9b00466","volume":"84","author":"Merten","year":"2019","journal-title":"J. Org. Chem."},{"key":"D0CC03838E-(cit7b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"643","DOI":"10.1002\/chir.20477","volume":"20","author":"Stephens","year":"2008","journal-title":"Chirality"},{"key":"D0CC03838E-(cit7c)\/*[position()=1]","doi-asserted-by":"crossref","DOI":"10.1201\/b12278","volume-title":"VCD Spectroscopy for Organic Chemists","author":"Stephens","year":"2012","unstructured":"P. J. Stephens  ,  et al. ,  VCD Spectroscopy for Organic Chemists ,  CRC Press ,  2012"},{"key":"D0CC03838E-(cit7d)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"743","DOI":"10.1002\/chir.10287","volume":"15","author":"Freedman","year":"2003","journal-title":"Chirality"},{"key":"D0CC03838E-(cit8a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1280","DOI":"10.1039\/C5NP00027K","volume":"32","author":"Batista Jr","year":"2015","journal-title":"Nat. Prod. Rep."},{"key":"D0CC03838E-(cit8b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"889","DOI":"10.1039\/C9NP00002J","volume":"36","author":"M\u00e1ndi","year":"2019","journal-title":"Nat. Prod. Rep."},{"key":"D0CC03838E-(cit9)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2402","DOI":"10.1016\/j.tetasy.2010.09.004","volume":"21","author":"Batista","year":"2010","journal-title":"Tetrahedron: Asymmetry"},{"key":"D0CC03838E-(cit10)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4208","DOI":"10.1039\/c2ob25109d","volume":"10","author":"Felippe","year":"2012","journal-title":"Org. Biomol. Chem."},{"key":"D0CC03838E-(cit11a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"186","DOI":"10.1016\/j.molstruc.2006.01.030","volume":"791","author":"Bercion","year":"2006","journal-title":"J. Mol. Struct."},{"key":"D0CC03838E-(cit11b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"109","DOI":"10.1016\/j.phytochem.2012.04.014","volume":"80","author":"Munoz","year":"2012","journal-title":"Phytochemistry"},{"key":"D0CC03838E-(cit11c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"9912","DOI":"10.1021\/jp971905a","volume":"101","author":"Devlin","year":"1997","journal-title":"J. Phys. Chem. A"},{"key":"D0CC03838E-(cit11d)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"7887","DOI":"10.1021\/jp801099e","volume":"112","author":"Partal Urena","year":"2008","journal-title":"J. Phys. Chem. A"},{"key":"D0CC03838E-(cit11e)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"16217","DOI":"10.1039\/C5CC05659D","volume":"51","author":"Merten","year":"2015","journal-title":"Chem. Commun."},{"key":"D0CC03838E-(cit11f)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"409","DOI":"10.1002\/chir.22708","volume":"29","author":"Merten","year":"2017","journal-title":"Chirality"},{"key":"D0CC03838E-(cit12)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"499","DOI":"10.1021\/cr030107f","volume":"105","author":"Katz","year":"2005","journal-title":"Chem. Rev."},{"key":"D0CC03838E-(cit13)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1645","DOI":"10.1039\/b003000g","author":"Awan","year":"2000","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"D0CC03838E-(cit14)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1239","DOI":"10.1021\/js9701667","volume":"86","author":"Stephenson","year":"1997","journal-title":"J. Pharm. Sci."},{"key":"D0CC03838E-(cit15)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"231","DOI":"10.1007\/s10822-020-00277-2","volume":"34","author":"Olanders","year":"2020","journal-title":"J. Comput.-Aided Mol. Des."},{"key":"D0CC03838E-(cit16a)\/*[position()=1]","volume-title":"Spartan 14","year":"2014","unstructured":"Spartan 14 ,  Wavefunction Inc. ,  Irvine, CA, USA ,  2014"},{"key":"D0CC03838E-(cit16b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"490","DOI":"10.1002\/(SICI)1096-987X(199604)17:5\/6<490::AID-JCC1>3.0.CO;2-P","volume":"17","author":"Halgren","year":"1996","journal-title":"J. Comput. Chem."},{"key":"D0CC03838E-(cit17)\/*[position()=1]","volume-title":"Gaussian","author":"Frisch","year":"2013","unstructured":"M. J. Frisch  ,  et al. ,  Gaussian ,  Inc. ,  Wallingford CT, USA ,  2013"},{"key":"D0CC03838E-(cit18)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1347","DOI":"10.1039\/C4MD00220B","volume":"5","author":"Arsic","year":"2014","journal-title":"MedChemComm"},{"key":"D0CC03838E-(cit19a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1659","DOI":"10.1039\/p29870001659","author":"Everett","year":"1987","journal-title":"J. Chem. Soc., Perkin Trans. 2"},{"key":"D0CC03838E-(cit19b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"2599","DOI":"10.1039\/p19850002599","author":"Everett","year":"1985","journal-title":"J. Chem. Soc., Perkin Trans. 1"},{"key":"D0CC03838E-(cit20a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"4741","DOI":"10.1021\/ol702042m","volume":"9","author":"Nakahashi","year":"2007","journal-title":"Org. Lett."},{"key":"D0CC03838E-(cit20b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"1258","DOI":"10.1002\/asia.200700180","volume":"2","author":"Taniguchi","year":"2007","journal-title":"Chem. \u2013 Asian J."},{"key":"D0CC03838E-(cit20c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"8451","DOI":"10.1016\/j.tetlet.2004.09.108","volume":"45","author":"Taniguchi","year":"2004","journal-title":"Tetrahedron Lett."},{"key":"D0CC03838E-(cit21a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"953","DOI":"10.1021\/jm00255a009","volume":"17","author":"LeMahieu","year":"1974","journal-title":"J. Med. Chem."},{"key":"D0CC03838E-(cit21b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"6360","DOI":"10.1016\/j.bmcl.2006.07.017","volume":"16","author":"Achatz","year":"2006","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"D0CC03838E-(cit21c)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"3527","DOI":"10.1016\/j.bmcl.2012.03.076","volume":"22","author":"Jakopovi\u0107","year":"2012","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"D0CC03838E-(cit22)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"572","DOI":"10.1021\/jp0526243","volume":"110","author":"Novak","year":"2006","journal-title":"J. Phys. Chem. A"},{"key":"D0CC03838E-(cit23a)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"294","DOI":"10.1002\/chir.22147","volume":"25","author":"Merten","year":"2013","journal-title":"Chirality"},{"key":"D0CC03838E-(cit23b)\/*[position()=1]","doi-asserted-by":"crossref","first-page":"42357","DOI":"10.1039\/C7RA07351H","volume":"7","author":"Rehman","year":"2017","journal-title":"RSC Adv."}],"container-title":["Chemical Communications"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2020\/CC\/D0CC03838E","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T04:15:29Z","timestamp":1782879329000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/cc\/article\/56\/74\/10926-10929\/675805"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020]]},"references-count":43,"journal-issue":{"issue":"74","published-print":{"date-parts":[[2020,9,17]]}},"URL":"https:\/\/doi.org\/10.1039\/d0cc03838e","relation":{},"ISSN":["1359-7345","1364-548X"],"issn-type":[{"value":"1359-7345","type":"print"},{"value":"1364-548X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020]]},"assertion":[{"value":"This document is Similarity Check deposited","name":"similarity_check","explanation":{"URL":"https:\/\/www.crossref.org\/services\/similarity-check\/"},"group":{"name":"similarity_check","label":"SIMILARITY CHECK"}},{"value":"Supplementary Information","URL":"https:\/\/doi.org\/10.1039\/D0CC03838E","name":"related_data","group":{"name":"related_data","label":"RELATED DATA"}},{"value":"Daniel P. Demarque (ORCID)","URL":"http:\/\/orcid.org\/0000-0002-3576-5148","name":"identifier","group":{"name":"author_identifiers","label":"IDENTIFIERS"}},{"value":"Sascha Heinrich (ORCID)","URL":"http:\/\/orcid.org\/0000-0003-2193-5422","name":"identifier","group":{"name":"author_identifiers","label":"IDENTIFIERS"}},{"value":"Frank Schulz (ORCID)","URL":"http:\/\/orcid.org\/0000-0003-3946-7137","name":"identifier","group":{"name":"author_identifiers","label":"IDENTIFIERS"}},{"value":"Christian Merten (ORCID)","URL":"http:\/\/orcid.org\/0000-0002-4106-1905","name":"identifier","group":{"name":"author_identifiers","label":"IDENTIFIERS"}},{"value":"Christian Merten (ResearcherID)","URL":"http:\/\/www.researcherid.com\/rid\/I-2811-2012","name":"identifier","group":{"name":"author_identifiers","label":"IDENTIFIERS"}},{"value":"Authors can choose between single-blind and double-blind peer review","order":2,"name":"peer_review_method","group":{"name":"peer_review_method","label":"PEER REVIEW METHOD"}},{"value":"Received 31 May 2020; Accepted 20 July 2020;  Accepted Manuscript published 21 July 2020;  Advance Article published 18 August 2020;  Version of Record published 17 September 2020","order":1,"name":"history","group":{"name":"publication_history","label":"PUBLICATION HISTORY"}}]}}