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Volumn 120, Issue 19, 1998, Pages 4557-4562

Copper-mediated nuclease activity of a tambjamine alkaloid

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; COPPER; COPPER COMPLEX; HYDROGEN PEROXIDE; HYDROXYL RADICAL; METHANOL; NATURAL PRODUCT; NUCLEASE; PLASMID DNA; PYRROLE DERIVATIVE; SCAVENGER; SUPEROXIDE; SUPEROXIDE DISMUTASE;

EID: 0032550618     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9729746     Document Type: Article
Times cited : (93)

References (57)
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    • See for example: (a) Ehrenfeld, G. M.; Rodriguez, L. O.; Hecht, S. M.; Chang, C.; Basus, V. J.; Oppenheimer, J. J. Biochemistry 1985, 24, 81. (b) Stubbe, J.; Kozarich, J. W. Chem. Rev. 1987, 87, 1107. (c) Mack, D. P.; Iverson, B. L.; Dervan, P. B. J. Am. Chem. Soc. 1988, 110, 7572. (d) Thederahn, T. B.; Kuwabara, M. D.; Larsen, T. A.; Sigman, D. S. J. Am. Chem. Soc. 1989, 111, 4941. (e) De Rosch, M. A.; Trogler, W. C. Inorg. Chem. 1990, 29, 2409. (f) Pamatong, F. V.; Detmer, C. A., III; Bocarsly, J. R. J. Am. Chem. Soc. 1996, 118, 5339. (g) Routier, S.; Bernier, J.-L.; Waring, M. J.; Colson, P.; Houssier, C.; Bailly, C. J. Org. Chem. 1996, 61, 2326. (h) Harford, C.; Sarkar, B. Acc. Chem. Res. 1997, 30, 123.
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    • See for example: (a) Ehrenfeld, G. M.; Rodriguez, L. O.; Hecht, S. M.; Chang, C.; Basus, V. J.; Oppenheimer, J. J. Biochemistry 1985, 24, 81. (b) Stubbe, J.; Kozarich, J. W. Chem. Rev. 1987, 87, 1107. (c) Mack, D. P.; Iverson, B. L.; Dervan, P. B. J. Am. Chem. Soc. 1988, 110, 7572. (d) Thederahn, T. B.; Kuwabara, M. D.; Larsen, T. A.; Sigman, D. S. J. Am. Chem. Soc. 1989, 111, 4941. (e) De Rosch, M. A.; Trogler, W. C. Inorg. Chem. 1990, 29, 2409. (f) Pamatong, F. V.; Detmer, C. A., III; Bocarsly, J. R. J. Am. Chem. Soc. 1996, 118, 5339. (g) Routier, S.; Bernier, J.-L.; Waring, M. J.; Colson, P.; Houssier, C.; Bailly, C. J. Org. Chem. 1996, 61, 2326. (h) Harford, C.; Sarkar, B. Acc. Chem. Res. 1997, 30, 123.
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    • 2 showed four major absorptions at 505, 810, 884, and 1024 nm. The UV-vis characteristics of the dimeric copper/tambjamine E complex observed here with bands at 385, 693, 749, and 832 nm are similar to the UV-vis characteristics reported by Sessler and co-workers, if one accounts for the expected red shift of a terpyrrole (porphyrin) compared to a bipyrrole.
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    • Weghorn, S.J.1    Sessler, J.L.2    Lynch, V.3    Baumann, T.F.4    Sibert, J.W.5
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    • Sessler and co-workers have also observed the incorporation of a fragment 14 mass units heavier than that anticipated for copper(II) binding by a tripyrrolic (tripyrrane) ligand (Sessler, J. L.; Gebauer, A.; Král, V.; Lynch, V. Inorg. Chem. 1996, 35, 6636). In their studies, incorporation of an oxygen atom with loss of two protons occurred during the course of copper chelation by the tripyrrane ligand.
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    • Sessler, J.L.1    Gebauer, A.2    Král, V.3    Lynch, V.4


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