caa a22 4500 475744608 CHVBK 20180406123509.0 cr unu---uuuuu 170329e20000201xx s 000 0 eng 10.1023/A:1007030532433 doi (NATIONALLICENCE)springer-10.1023/A:1007030532433 Inhibition of Papaya latex Papain by Photosensitive Inhibitors. 1-(4,5-Dimethoxy-2-nitrophenyl)-2-nitroethene and 1,1-Dicyano-2-(4,5-dimethoxy-2-nitrophenyl)-ethene [Elektronische Daten] [Rachel Golan, Uri Zehavi, Michael Naim, Abraham Patchornik, Patricia Smirnoff, Mina Herchman] 1-(4,5-Dimethoxy-2-nitrophenyl)-2-nitroethene (1) was shown to be an irreversible inhibitor of papain (EC 3.4.22.2), causing a complete inhibition (120 min preincubation, pH 8.0), assuming that it attached to Cys-25 at the active site of the enzyme (while a short preincubation time caused activation). Only partial inhibition of papain was achieved, however, with 1,1-dicyano-2-(4,5-dimethoxy-2-nitrophenyl)-ethene (2), a compound synthesized in this work, which is also an irreversible inhibitor of papain. Since both compounds 1 and 2, and in each case of the inhibited enzyme, were 2-nitrobenzyl derivatives, they and the modified enzyme were expected to be photosensitive. Indeed, irradiation of the inhibited enzyme in the presence of mercaptoethanol resulted in a full recovery of the enzyme activity following inactivation with compound 1 (similar to our previous finding with β-galactosidase) and up to 67% recovery following inhibition with compound 2. Plenum Publishing Corporation, 2000 Papain nationallicence photoreversible inhibitor nationallicence light-sensitive protecting group nationallicence 1-(4,5-dimethoxy-2-nitrophenyl)-2-nitroethene nationallicence 1,1-dicyano-2-(4,5-dimethoxy-2-nitrophenyl)-ethene nationallicence Golan Rachel Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut Zehavi Uri Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut Naim Michael Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut Patchornik Abraham Department of Organic Chemistry, The Weizmann Institute of Science, 76100, Rehovot, Israel aut Smirnoff Patricia Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut Herchman Mina Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut Journal of Protein Chemistry Kluwer Academic Publishers-Plenum Publishers 19/2(2000-02-01), 117-123 0277-8033 19:2<117 2000 19 10930 https://doi.org/10.1023/A:1007030532433 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1023/A:1007030532433 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Golan Rachel Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut NATIONALLICENCE 700 1- Zehavi Uri Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut NATIONALLICENCE 700 1- Naim Michael Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut NATIONALLICENCE 700 1- Patchornik Abraham Department of Organic Chemistry, The Weizmann Institute of Science, 76100, Rehovot, Israel aut NATIONALLICENCE 700 1- Smirnoff Patricia Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut NATIONALLICENCE 700 1- Herchman Mina Faculty of Agricultural, Food and Environmental Quality Sciences, The Hebrew University of Jerusalem, P.O. Box 12, 76100, Rehovot, Israel aut NATIONALLICENCE 773 0- Journal of Protein Chemistry Kluwer Academic Publishers-Plenum Publishers 19/2(2000-02-01), 117-123 0277-8033 19:2<117 2000 19 10930 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer