PMID-sentid Pub_year Sent_text comp_official_name comp_offsetprotein_name organism prot_offset 25907201-4 2015 Further mechanistic investigations demonstrate that the 1,7-hydrogen atom transfer is a free-radical process, whereby hydrogen migrates from C18 to C17, as evidenced by double-18- deuterium-labeled isotope experiments. Deuterium 180-189 cytokine like 1 Homo sapiens 148-151 1009098-3 1976 Conclusive evidence on the location of the 2H atom at C-17 has been obtained by transforming the metabolite to androsta-4,16-dien-3-one and then to androst-4-ene-3,17-dione and by proving that the former compound contained a 2H atom while the latter did not. Deuterium 43-45 cytokine like 1 Homo sapiens 54-58 11522336-4 2001 In contrast, when the deuterated enol acetate 3-d(3), which was obtained by treatment of the 17-ketone 14 with (CD(3)CO)(2)O in the presence of LDA and which had a CD(3)COO moiety at C-17, was reacted with Pb(OCOCH(3))(4), the resulting product was the labeled compound 10-d(2). Deuterium 22-23 cytokine like 1 Homo sapiens 183-187 1009098-3 1976 Conclusive evidence on the location of the 2H atom at C-17 has been obtained by transforming the metabolite to androsta-4,16-dien-3-one and then to androst-4-ene-3,17-dione and by proving that the former compound contained a 2H atom while the latter did not. Deuterium 225-227 cytokine like 1 Homo sapiens 54-58