{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,19]],"date-time":"2026-10-19T23:01:45Z","timestamp":1792450905848,"version":"4.5.0"},"reference-count":28,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2021,1,1]],"date-time":"2021-01-01T00:00:00Z","timestamp":1609459200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"},{"start":{"date-parts":[[2021,1,1]],"date-time":"2021-01-01T00:00:00Z","timestamp":1609459200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"}],"funder":[{"DOI":"10.13039\/501100000925","name":"National Health and Medical Research Council","doi-asserted-by":"publisher","award":["APP8881111"],"award-info":[{"award-number":["APP8881111"]}],"id":[{"id":"10.13039\/501100000925","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Amino Acids"],"published-print":{"date-parts":[[2021,1]]},"DOI":"10.1007\/s00726-020-02921-5","type":"journal-article","created":{"date-parts":[[2021,1,4]],"date-time":"2021-01-04T18:02:59Z","timestamp":1609783379000},"page":"143-147","update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":24,"title":["Chemical synthesis and characterisation of the complement C5 inhibitory peptide zilucoplan"],"prefix":"10.1007","volume":"53","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4933-3271","authenticated-orcid":false,"given":"Declan M.","family":"Gorman","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9976-7396","authenticated-orcid":false,"given":"John","family":"Lee","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9316-1465","authenticated-orcid":false,"given":"Colton D.","family":"Payne","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1382-911X","authenticated-orcid":false,"given":"Trent M.","family":"Woodruff","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6807-5426","authenticated-orcid":false,"given":"Richard J.","family":"Clark","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2021,1,4]]},"reference":[{"key":"2921_CR1","doi-asserted-by":"publisher","first-page":"353","DOI":"10.1007\/s40265-019-1065-0","volume":"79","author":"G Beecher","year":"2019","unstructured":"Beecher G, Putko BN, Wagner AN, Siddiqi ZA (2019) Therapies directed against B-cells and downstream effectors in generalized autoimmune myasthenia gravis: current status. Drugs 79:353\u2013364. https:\/\/doi.org\/10.1007\/s40265-019-1065-0","journal-title":"Drugs"},{"key":"2921_CR2","doi-asserted-by":"publisher","first-page":"521","DOI":"10.1016\/0022-2364(83)90226-3","volume":"53","author":"L Braunschweiler","year":"1969","unstructured":"Braunschweiler L, Ernst RR (1969) Coherence transfer by isotropic mixing: Application to proton correlation spectroscopy. J Magn Reson 53:521\u2013528. https:\/\/doi.org\/10.1016\/0022-2364(83)90226-3","journal-title":"J Magn Reson"},{"key":"2921_CR3","doi-asserted-by":"publisher","first-page":"1840","DOI":"10.1182\/blood-2007-06-094136","volume":"111","author":"RA Brodsky","year":"2008","unstructured":"Brodsky RA et al (2008) Multicenter phase 3 study of the complement inhibitor eculizumab for the treatment of patients with paroxysmal nocturnal hemoglobinuria. Blood 111:1840\u20131847. https:\/\/doi.org\/10.1182\/blood-2007-06-094136","journal-title":"Blood"},{"key":"2921_CR4","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-020-2600-6","author":"J Carvelli","year":"2020","unstructured":"Carvelli J et al (2020) Association of COVID-19 inflammation with activation of the C5a\u2013C5aR1 axis. Nature. https:\/\/doi.org\/10.1038\/s41586-020-2600-6","journal-title":"Nature"},{"key":"2921_CR5","doi-asserted-by":"publisher","first-page":"3253","DOI":"10.1182\/blood-2014-09-600411","volume":"125","author":"R Cofiell","year":"2015","unstructured":"Cofiell R et al (2015) Eculizumab reduces complement activation, inflammation, endothelial damage, thrombosis, and renal injury markers in aHUS. Blood 125:3253\u20133262. https:\/\/doi.org\/10.1182\/blood-2014-09-600411","journal-title":"Blood"},{"key":"2921_CR6","doi-asserted-by":"publisher","first-page":"143","DOI":"10.1111\/sji.12580","volume":"86","author":"S Denk","year":"2017","unstructured":"Denk S et al (2017) Complement C5a-induced changes in neutrophil morphology during inflammation. Scand J Immunol 86:143\u2013155. https:\/\/doi.org\/10.1111\/sji.12580","journal-title":"Scand J Immunol"},{"key":"2921_CR7","unstructured":"Duda P, Farzaneh-Far R, Ma Z, Zhu N, Thackaberry E, Ricardo A (2020) Neurological disease treatment with zilucoplan. WO2020086506A1"},{"key":"2921_CR8","unstructured":"Hoarty MD et al. (2015) Modulation of complement activity. United States of America Patent, WO2015191951A2"},{"key":"2921_CR9","doi-asserted-by":"publisher","first-page":"976","DOI":"10.1016\/s1474-4422(17)30369-1","volume":"16","author":"JF Howard Jr","year":"2017","unstructured":"Howard JF Jr et al (2017) Safety and efficacy of eculizumab in anti-acetylcholine receptor antibody-positive refractory generalised myasthenia gravis (REGAIN): a phase 3, randomised, double-blind, placebo-controlled, multicentre study. Lancet Neurol 16:976\u2013986. https:\/\/doi.org\/10.1016\/s1474-4422(17)30369-1","journal-title":"Lancet Neurol"},{"key":"2921_CR10","doi-asserted-by":"publisher","first-page":"582","DOI":"10.1001\/jamaneurol.2019.5125","volume":"77","author":"JF Howard Jr","year":"2020","unstructured":"Howard JF Jr et al (2020) Clinical effects of the self-administered subcutaneous complement inhibitor zilucoplan in patients with moderate to severe generalized myasthenia gravis: results of a phase 2 randomized double-blind, placebo-controlled, multicenter clinical trial. JAMA Neurol 77:582\u2013592. https:\/\/doi.org\/10.1001\/jamaneurol.2019.5125","journal-title":"JAMA Neurol"},{"key":"2921_CR11","doi-asserted-by":"publisher","first-page":"2756","DOI":"10.1681\/ASN.2016111179","volume":"28","author":"DRW Jayne","year":"2017","unstructured":"Jayne DRW et al (2017) Randomized trial of C5a receptor inhibitor avacopan in ANCA-associated vasculitis. J Am Soc Nephrol 28:2756. https:\/\/doi.org\/10.1681\/ASN.2016111179","journal-title":"J Am Soc Nephrol"},{"key":"2921_CR12","doi-asserted-by":"publisher","first-page":"4546","DOI":"10.1063\/1.438208","volume":"71","author":"J Jeener","year":"1979","unstructured":"Jeener J, Meier BH, Bachmann P, Ernst RR (1979) Investigation of exchange processes by two-dimensional NMR spectroscopy. J Chem Phys 71:4546\u20134553. https:\/\/doi.org\/10.1063\/1.438208","journal-title":"J Chem Phys"},{"key":"2921_CR13","volume-title":"The computer aided resonance assignment tutorial","author":"R Keller","year":"2004","unstructured":"Keller R (2004) The computer aided resonance assignment tutorial. CANTINA, Seattle"},{"key":"2921_CR14","doi-asserted-by":"publisher","first-page":"2169","DOI":"10.1056\/NEJMoa1208981","volume":"368","author":"CM Legendre","year":"2013","unstructured":"Legendre CM et al (2013) Terminal complement inhibitor eculizumab in atypical hemolytic-uremic syndrome. N Engl J Med 368:2169\u20132181. https:\/\/doi.org\/10.1056\/NEJMoa1208981","journal-title":"N Engl J Med"},{"key":"2921_CR15","doi-asserted-by":"publisher","DOI":"10.4049\/jimmunol.2000644","author":"MW Lo","year":"2020","unstructured":"Lo MW, Kemper C, Woodruff TM (2020) COVID-19: complement, coagulation, and collateral damage. J Immunol. https:\/\/doi.org\/10.4049\/jimmunol.2000644","journal-title":"J Immunol"},{"key":"2921_CR16","unstructured":"Ma Z, Zhu N, Thackaberry E, Farzaneh-Far R, Ricardo A (2020) Modulation of complement activity. WO2020185541"},{"key":"2921_CR17","doi-asserted-by":"publisher","first-page":"693","DOI":"10.1016\/j.tibs.2020.04.004","volume":"45","author":"S Pandey","year":"2020","unstructured":"Pandey S, Maharana J, Li XX, Woodruff TM, Shukla AK (2020) Emerging insights into the structure and function of complement C5a receptors. Trends Biochem Sci 45:693\u2013705. https:\/\/doi.org\/10.1016\/j.tibs.2020.04.004","journal-title":"Trends Biochem Sci"},{"key":"2921_CR18","doi-asserted-by":"publisher","first-page":"554","DOI":"10.1016\/s1474-4422(13)70076-0","volume":"12","author":"SJ Pittock","year":"2013","unstructured":"Pittock SJ et al (2013) Eculizumab in AQP4-IgG-positive relapsing neuromyelitis optica spectrum disorders: an open-label pilot study. Lancet Neurol 12:554\u2013562. https:\/\/doi.org\/10.1016\/s1474-4422(13)70076-0","journal-title":"Lancet Neurol"},{"key":"2921_CR19","doi-asserted-by":"publisher","first-page":"8641","DOI":"10.1016\/S0021-9258(17)39778-8","volume":"259","author":"ER Podack","year":"1984","unstructured":"Podack ER (1984) Molecular composition of the tubular structure of the membrane attack complex of complement. J Biol Chem 259:8641\u20138647","journal-title":"J Biol Chem"},{"key":"2921_CR20","unstructured":"Ricardo A et al. (2017) Modulation of complement activity. United States of America Patent, WO2018106859 Al"},{"key":"2921_CR21","doi-asserted-by":"publisher","first-page":"1631","DOI":"10.1182\/blood.V76.8.1631.1631","volume":"76","author":"R Schindler","year":"1990","unstructured":"Schindler R, Gelfand JA, Dinarello CA (1990) Recombinant C5a stimulates transcription rather than translation of interleukin-1 (IL-1) and tumor necrosis factor: translational signal provided by lipopolysaccharide or IL-1 itself. Blood 76:1631\u20131638","journal-title":"Blood"},{"key":"2921_CR22","doi-asserted-by":"publisher","first-page":"297","DOI":"10.1016\/0090-1229(90)90043-p","volume":"57","author":"W Scholz","year":"1990","unstructured":"Scholz W, McClurg MR, Cardenas GJ, Smith M, Noonan DJ, Hugli TE, Morgan EL (1990) C5a-mediated release of interleukin 6 by human monocytes. Clin Immunol Immunopathol 57:297\u2013307. https:\/\/doi.org\/10.1016\/0090-1229(90)90043-p","journal-title":"Clin Immunol Immunopathol"},{"key":"2921_CR23","doi-asserted-by":"publisher","first-page":"67","DOI":"10.1007\/BF00227471","volume":"5","author":"DS Wishart","year":"1995","unstructured":"Wishart DS, Bigam CG, Holm A, Hodges RS, Sykes BD (1995) 1H, 13C and 15N random coil NMR chemical shifts of the common amino acids. I. Investigations of nearest-neighbor effects. J Biomol NMR 5:67\u201381. https:\/\/doi.org\/10.1007\/BF00227471","journal-title":"J Biomol NMR"},{"key":"2921_CR24","doi-asserted-by":"publisher","DOI":"10.1016\/j.it.2020.09.008","author":"TM Woodruff","year":"2020","unstructured":"Woodruff TM, Shukla AK (2020) The complement C5a\u2013C5aR1 GPCR axis in COVID-19 therapeutics. Trends Immunol. https:\/\/doi.org\/10.1016\/j.it.2020.09.008","journal-title":"Trends Immunol"},{"key":"2921_CR25","doi-asserted-by":"publisher","first-page":"811","DOI":"10.1124\/jpet.105.086835","volume":"314","author":"TM Woodruff","year":"2005","unstructured":"Woodruff TM et al (2005) Increased potency of a novel complement factor 5a receptor antagonist in a rat model of inflammatory bowel disease. J Pharmacol Exp Ther 314:811\u2013817. https:\/\/doi.org\/10.1124\/jpet.105.086835","journal-title":"J Pharmacol Exp Ther"},{"key":"2921_CR26","doi-asserted-by":"publisher","first-page":"11","DOI":"10.1051\/epn\/19861701011","volume":"17","author":"K W\u00fcthrich","year":"1986","unstructured":"W\u00fcthrich K (1986) NMR with proteins and nucleic acids. Europhys News 17:11\u201313","journal-title":"Europhys News"},{"key":"2921_CR27","doi-asserted-by":"publisher","first-page":"939","DOI":"10.1182\/blood-2015-04-641696","volume":"126","author":"A Yee","year":"2015","unstructured":"Yee A et al (2015) Visualization of an N-terminal fragment of von Willebrand factor in complex with factor VIII. Blood 126:939\u2013942. https:\/\/doi.org\/10.1182\/blood-2015-04-641696","journal-title":"Blood"},{"key":"2921_CR28","doi-asserted-by":"publisher","first-page":"979","DOI":"10.1021\/acschembio.9b00167","volume":"14","author":"J Zhang","year":"2019","unstructured":"Zhang J et al (2019) An ancient peptide family buried within vicilin precursors. ACS Chem Biol 14:979\u2013993. https:\/\/doi.org\/10.1021\/acschembio.9b00167","journal-title":"ACS Chem Biol"}],"container-title":["Amino Acids"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s00726-020-02921-5.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/article\/10.1007\/s00726-020-02921-5\/fulltext.html","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s00726-020-02921-5.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,4,9]],"date-time":"2025-04-09T06:24:09Z","timestamp":1744179849000},"score":1,"resource":{"primary":{"URL":"https:\/\/link.springer.com\/10.1007\/s00726-020-02921-5"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,1]]},"references-count":28,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2021,1]]}},"alternative-id":["2921"],"URL":"https:\/\/doi.org\/10.1007\/s00726-020-02921-5","relation":{},"ISSN":["0939-4451","1438-2199"],"issn-type":[{"value":"0939-4451","type":"print"},{"value":"1438-2199","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,1]]},"assertion":[{"value":"13 October 2020","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"13 November 2020","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"4 January 2021","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"order":1,"name":"Ethics","group":{"name":"EthicsHeading","label":"Compliance with ethical standards"}},{"value":"The authors declare that they have no conflict of interest.","order":2,"name":"Ethics","group":{"name":"EthicsHeading","label":"Conflict of interest"}},{"value":"Not applicable.","order":3,"name":"Ethics","group":{"name":"EthicsHeading","label":"Ethical approval"}}]}}