Toward the antibody-catalyzed chemiluminescence. Design and synthesis of hapten.
Hapten 4 was synthesized to generate catalytic antibodies triggering chemiluminescence by catalyzing the decomposition of the 1,2-dioxetane 3. The hapten 4 was so designed as to elicit a negatively charged functional group in the antibody combining site to catalyze the beta-elimination of the protecting group in 3 as well as to lock the protecting group into an energetically favorable anti-periplanar conformation.
Sawa
M
M
Institute for Chemical Research, Kyoto University, Japan.
Imaeda
Y
Y
Hiratake
J
J
Fujii
R
R
Umeshita
R
R
Watanabe
M
M
Kondo
H
H
Oda
J
J
D017151:Antibodies, Catalytic / Q000737:chemistry / Q000378:metabolism; D015195:Drug Design; D006241:Haptens / Q000737:chemistry* / Q000378:metabolism; D006433:Hemocyanins; D006571:Heterocyclic Compounds / Q000378:metabolism; D006573:Heterocyclic Compounds, 1-Ring; D007202:Indicators and Reagents / Q000378:metabolism; D008163:Luminescent Measurements; D008958:Models, Molecular; D012710:Serum Albumin, Bovine
D017151:Antibodies, Catalytic; D006241:Haptens; D006571:Heterocyclic Compounds; D006573:Heterocyclic Compounds, 1-Ring; D007202:Indicators and Reagents; C079142:1,2-dioxetane; D012710:Serum Albumin, Bovine; D006433:Hemocyanins; C032808:keyhole-limpet hemocyanin