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THC binds to two different binding sites of HSA (<jats:italic>K<\/jats:italic><jats:sub>d1<\/jats:sub>\u2264 10<jats:sup>\u22127<\/jats:sup>M and<jats:italic>K<\/jats:italic><jats:sub>d2<\/jats:sub>= 10<jats:sup>\u22123<\/jats:sup>M) without affecting diazepam binding (<jats:italic>K<\/jats:italic><jats:sub>d<\/jats:sub>= 1.2 \u00d7 10<jats:sup>\u22125<\/jats:sup>M). THC binding to the high\u2010affinity site accounts for the low free fraction of the drug in plasma. Moreover, THC increases the affinity of heme for HSA. Accordingly, the affinity of THC for HSA\u2010heme is higher than that for HSA. THC could bind to FA2 and FA7 sites, as substantiated by docking simulations; nevertheless, the observed allosteric effect(s) suggests that the primary binding site of THC is the FA2 cleft that positively modulates heme affinity. Possibly, the HSA conformational transition(s) induced by THC binding could account for drug delivery to the liver through receptor\u2010 mediated endocytosis. \u00a9 2011 IUBMB IUBMB Life, 63(6): 446\u2013451, 2011<\/jats:p>","DOI":"10.1002\/iub.466","type":"journal-article","created":{"date-parts":[[2011,5,9]],"date-time":"2011-05-09T19:11:02Z","timestamp":1304968262000},"page":"446-451","source":"Crossref","is-referenced-by-count":42,"title":["Binding of \u03b49\u2010tetrahydrocannabinol and diazepam to human serum albumin"],"prefix":"10.1002","volume":"63","author":[{"given":"Gabriella","family":"Fanali","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yu","family":"Cao","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Paolo","family":"Ascenzi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Viviana","family":"Trezza","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tiziana","family":"Rubino","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Daniela","family":"Parolaro","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mauro","family":"Fasano","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2011,5,9]]},"reference":[{"key":"e_1_2_6_2_2","unstructured":"SAMHSA.Substance Abuse and Mental Health Service Administration. 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