{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,24]],"date-time":"2025-10-24T08:25:12Z","timestamp":1761294312030,"version":"build-2065373602"},"reference-count":29,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2021,7,1]],"date-time":"2021-07-01T00:00:00Z","timestamp":1625097600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2021,7,1]],"date-time":"2021-07-01T00:00:00Z","timestamp":1625097600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2021,7,1]],"date-time":"2021-07-01T00:00:00Z","timestamp":1625097600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-017"},{"start":{"date-parts":[[2021,7,1]],"date-time":"2021-07-01T00:00:00Z","timestamp":1625097600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2021,7,1]],"date-time":"2021-07-01T00:00:00Z","timestamp":1625097600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-012"},{"start":{"date-parts":[[2021,7,1]],"date-time":"2021-07-01T00:00:00Z","timestamp":1625097600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2021,7,1]],"date-time":"2021-07-01T00:00:00Z","timestamp":1625097600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-004"}],"funder":[{"DOI":"10.13039\/100011770","name":"Skaggs Institute for Chemical Biology, Scripps Research Institute","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100011770","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100011769","name":"The Scripps Research Institute","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100011769","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic &amp; Medicinal Chemistry"],"published-print":{"date-parts":[[2021,7]]},"DOI":"10.1016\/j.bmc.2021.116225","type":"journal-article","created":{"date-parts":[[2021,5,19]],"date-time":"2021-05-19T12:23:20Z","timestamp":1621427000000},"page":"116225","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":9,"special_numbering":"C","title":["Improvements on a chemically contiguous hapten for a vaccine to address fentanyl-contaminated heroin"],"prefix":"10.1016","volume":"41","author":[{"given":"Hyeri","family":"Park","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jinny Claire","family":"Lee","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lisa M.","family":"Eubanks","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Beverly","family":"Ellis","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bin","family":"Zhou","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kim D.","family":"Janda","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.bmc.2021.116225_b0005","doi-asserted-by":"crossref","first-page":"202","DOI":"10.15585\/mmwr.mm7006a4","article-title":"Trends and geographic patterns in drug and synthetic opioid overdose deaths\u2014United States, 2013\u20132019","volume":"70","author":"Mattson","year":"2021","journal-title":"Morb Mortal Wkly Rep"},{"key":"10.1016\/j.bmc.2021.116225_b0010","doi-asserted-by":"crossref","first-page":"11537","DOI":"10.1021\/acsomega.8b01478","article-title":"Improved admixture vaccine of fentanyl and heroin hapten immunoconjugates: antinociceptive evaluation of fentanyl-contaminated heroin","volume":"3","author":"Hwang","year":"2018","journal-title":"ACS Omega"},{"key":"10.1016\/j.bmc.2021.116225_b0015","doi-asserted-by":"crossref","first-page":"282","DOI":"10.1038\/s41398-019-0625-0","article-title":"The rising crisis of illicit fentanyl use, overdose, and potential therapeutic strategies","volume":"9","author":"Han","year":"2019","journal-title":"Transl Psychiatry"},{"key":"10.1016\/j.bmc.2021.116225_b0020","doi-asserted-by":"crossref","unstructured":"Solis E, Jr., Cameron-Burr KT, Kiyatkin EA. Heroin contaminated with fentanyl dramatically enhances brain hypoxia and induces brain hypothermia. eNeuro 2017;4 ENEURO.0323-0317.2017.","DOI":"10.1523\/ENEURO.0323-17.2017"},{"key":"10.1016\/j.bmc.2021.116225_b0025","doi-asserted-by":"crossref","first-page":"219","DOI":"10.1016\/j.neuropharm.2019.02.008","article-title":"Respiratory depression and brain hypoxia induced by opioid drugs: morphine, oxycodone, heroin, and fentanyl","volume":"151","author":"Kiyatkin","year":"2019","journal-title":"Neuropharmacology"},{"key":"10.1016\/j.bmc.2021.116225_b0030","doi-asserted-by":"crossref","first-page":"125","DOI":"10.1517\/14740338.6.2.125","article-title":"Naloxone treatment in opioid addiction: the risks and benefits","volume":"6","author":"van Dorp","year":"2007","journal-title":"Expert Opin Drug Saf"},{"key":"10.1016\/j.bmc.2021.116225_b0035","unstructured":"Vital signs: risk for overdose from methadone used for pain relief - United States, 1999\u20132010. Morb Mortal Wkly Rep 2012:61:493\u201349."},{"key":"10.1016\/j.bmc.2021.116225_b0040","doi-asserted-by":"crossref","first-page":"28","DOI":"10.2174\/1874473711104010028","article-title":"Buprenorphine and buprenorphine\/naloxone diversion, misuse, and illicit use: an international review","volume":"4","author":"Yokell","year":"2011","journal-title":"Curr Drug Abuse Rev"},{"key":"10.1016\/j.bmc.2021.116225_b0045","doi-asserted-by":"crossref","first-page":"329","DOI":"10.1021\/acs.jmedchem.7b01427","article-title":"A stable heroin analogue that can serve as a vaccine hapten to induce antibodies that block the effects of heroin and its metabolites in rodents and that cross-react immunologically with related drugs of abuse","volume":"61","author":"Sulima","year":"2018","journal-title":"J Med Chem"},{"key":"10.1016\/j.bmc.2021.116225_b0050","doi-asserted-by":"crossref","first-page":"1271","DOI":"10.1111\/j.1471-4159.2011.07502.x","article-title":"A morphine\/heroin vaccine with new hapten design attenuates behavioral effects in rats","volume":"119","author":"Li","year":"2011","journal-title":"J Neurochem"},{"key":"10.1016\/j.bmc.2021.116225_b0055","doi-asserted-by":"crossref","first-page":"5195","DOI":"10.1021\/jm200461m","article-title":"A vaccine strategy that induces protective immunity against heroin","volume":"54","author":"Stowe","year":"2011","journal-title":"J Med Chem"},{"key":"10.1016\/j.bmc.2021.116225_b0060","doi-asserted-by":"crossref","first-page":"1075","DOI":"10.1021\/mp400631w","article-title":"Injection route and TLR9 agonist addition significantly impact heroin vaccine efficacy","volume":"11","author":"Bremer","year":"2014","journal-title":"Mol Pharm"},{"key":"10.1016\/j.bmc.2021.116225_b0065","doi-asserted-by":"crossref","first-page":"1062","DOI":"10.1021\/acs.molpharmaceut.7b00933","article-title":"Enhancing efficacy and stability of an antiheroin vaccine: examination of antinociception, opioid binding profile, and lethality","volume":"15","author":"Hwang","year":"2018","journal-title":"Mol Pharm"},{"key":"10.1016\/j.bmc.2021.116225_b0070","doi-asserted-by":"crossref","first-page":"8601","DOI":"10.1021\/jacs.7b03334","article-title":"Development of a clinically viable heroin vaccine","volume":"139","author":"Bremer","year":"2017","journal-title":"J Am Chem Soc"},{"key":"10.1016\/j.bmc.2021.116225_b0075","doi-asserted-by":"crossref","first-page":"9036","DOI":"10.1073\/pnas.1219159110","article-title":"Dynamic vaccine blocks relapse to compulsive intake of heroin","volume":"110","author":"Schlosburg","year":"2013","journal-title":"Proc Natl Acad Sci"},{"key":"10.1016\/j.bmc.2021.116225_b0080","doi-asserted-by":"crossref","first-page":"3836","DOI":"10.1002\/ange.201511654","article-title":"Combatting synthetic designer opioids: a conjugate vaccine ablates lethal doses of fentanyl class drugs","volume":"128","author":"Bremer","year":"2016","journal-title":"Angew Chem"},{"key":"10.1016\/j.bmc.2021.116225_b0085","doi-asserted-by":"crossref","first-page":"489","DOI":"10.1016\/S0022-3565(25)30084-4","article-title":"Antibodies to fentanyl","volume":"192","author":"Henderson","year":"1975","journal-title":"J Pharmacol Exp Ther"},{"key":"10.1016\/j.bmc.2021.116225_b0090","doi-asserted-by":"crossref","first-page":"565","DOI":"10.1038\/253565a0","article-title":"Prevention of the effects of fentanyl by immunological means","volume":"253","author":"Torten","year":"1975","journal-title":"Nature"},{"key":"10.1016\/j.bmc.2021.116225_b0095","doi-asserted-by":"crossref","first-page":"282","DOI":"10.1124\/jpet.118.253674","article-title":"A fentanyl vaccine alters fentanyl distribution and protects against fentanyl-induced effects in mice and rats","volume":"368","author":"Raleigh","year":"2019","journal-title":"J Pharmacol Exp Ther"},{"key":"10.1016\/j.bmc.2021.116225_b0100","doi-asserted-by":"crossref","first-page":"1269","DOI":"10.1021\/acschemneuro.8b00079","article-title":"Efficacious vaccine against heroin contaminated with fentanyl","volume":"9","author":"Hwang","year":"2018","journal-title":"ACS Chem Neurosci"},{"key":"10.1016\/j.bmc.2021.116225_b0105","doi-asserted-by":"crossref","first-page":"1300","DOI":"10.1021\/acschemneuro.0c00064","article-title":"Evaluation of a dual fentanyl\/heroin vaccine on the antinociceptive and reinforcing effects of a fentanyl\/heroin mixture in male and female rats","volume":"11","author":"Townsend","year":"2020","journal-title":"ACS Chem Neurosci"},{"key":"10.1016\/j.bmc.2021.116225_b0110","doi-asserted-by":"crossref","first-page":"1020","DOI":"10.3762\/bjoc.15.100","article-title":"A chemically contiguous hapten approach for a heroin\u2013fentanyl vaccine","volume":"15","author":"Natori","year":"2019","journal-title":"Beilstein J Org Chem"},{"key":"10.1016\/j.bmc.2021.116225_b0115","doi-asserted-by":"crossref","first-page":"468","DOI":"10.1021\/acschemneuro.6b00389","article-title":"Influencing antibody-mediated attenuation of methamphetamine CNS distribution through vaccine linker design","volume":"8","author":"Gooyit","year":"2017","journal-title":"ACS Chem Neurosci"},{"key":"10.1016\/j.bmc.2021.116225_b0120","doi-asserted-by":"crossref","first-page":"10776","DOI":"10.1021\/jm301262z","article-title":"Investigating the effects of a hydrolytically stable hapten and a Th1 adjuvant on heroin vaccine performance","volume":"55","author":"Bremer","year":"2012","journal-title":"J Med Chem"},{"key":"10.1016\/j.bmc.2021.116225_b0125","doi-asserted-by":"crossref","DOI":"10.1371\/journal.pone.0115696","article-title":"Pharmacokinetic correlates of the effects of a heroin vaccine on heroin self-administration in rats","volume":"9","author":"Raleigh","year":"2014","journal-title":"PLoS One"},{"key":"10.1016\/j.bmc.2021.116225_b0130","doi-asserted-by":"crossref","first-page":"318","DOI":"10.1093\/jat\/bkx013","article-title":"A cluster of fentanyl-laced heroin deaths in 2015 in Melbourn, Australia","volume":"41","author":"Rodda","year":"2017","journal-title":"J Anal Toxicol"},{"key":"10.1016\/j.bmc.2021.116225_b0135","doi-asserted-by":"crossref","first-page":"593","DOI":"10.1021\/bc500016k","article-title":"Investigating hapten clustering as a strategy to enhance vaccines against drugs of abuse","volume":"25","author":"Collins","year":"2014","journal-title":"Bioconjug Chem"},{"key":"10.1016\/j.bmc.2021.116225_b0140","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1124\/jpet.111.189506","article-title":"An oxycodone conjugate vaccine elicits drug-specific antibodies that reduce oxycodone distribution to brain and hot-plate analgesia","volume":"341","author":"Pravetoni","year":"2012","journal-title":"J Pharmacol Exp Ther"},{"key":"10.1016\/j.bmc.2021.116225_b0145","doi-asserted-by":"crossref","first-page":"915","DOI":"10.1021\/jm3013745","article-title":"Reduced antinociception of opioids in rats and mice by vaccination with immunogens containing oxycodone and hydrocodone haptens","volume":"56","author":"Pravetoni","year":"2013","journal-title":"J Med Chem"}],"container-title":["Bioorganic &amp; Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089621002339?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0968089621002339?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,19]],"date-time":"2025-10-19T01:14:23Z","timestamp":1760836463000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0968089621002339"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,7]]},"references-count":29,"alternative-id":["S0968089621002339"],"URL":"https:\/\/doi.org\/10.1016\/j.bmc.2021.116225","relation":{},"ISSN":["0968-0896"],"issn-type":[{"type":"print","value":"0968-0896"}],"subject":[],"published":{"date-parts":[[2021,7]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Improvements on a chemically contiguous hapten for a vaccine to address fentanyl-contaminated heroin","name":"articletitle","label":"Article Title"},{"value":"Bioorganic & Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bmc.2021.116225","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2021 Elsevier Ltd. All rights reserved.","name":"copyright","label":"Copyright"}],"article-number":"116225"}}