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Fluorescent Probes for Cytochrome P450 Structural Characterization and Inhibitor Screening

Dunn, Alexander R. and Hays, Anna-Maria A. and Goodin, David B. and Stout, C. David and Chiu, Richard and Winkler, Jay R. and Gray, Harry B. (2002) Fluorescent Probes for Cytochrome P450 Structural Characterization and Inhibitor Screening. Journal of the American Chemical Society, 124 (35). pp. 10254-10255. ISSN 0002-7863. doi:10.1021/ja0271678.

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We have synthesized two luminescent probes (D-4-Ad and D-8-Ad) that target cytochrome P450cam. D-4-Ad luminescence is quenched by Förster energy transfer upon binding (K_d = 0.83 μM) but is restored when the probe is displaced from the active site by camphor. In contrast, D-8-Ad (K_d ≈ 0.02 μM) is not displaced from the enzyme, even in the presence of a large excess of camphor. The 2.2 Å resolution crystal structure of the D-8-Ad:P450cam complex reveals extensive hydrophobic contacts between the probe and the enzyme, which result from the conformational flexibility of the B‘, F, and G helices. Probes with properties similar to those of D-4-Ad potentially could be useful for screening P450 inhibitors.

Item Type:Article
Related URLs:
URLURL TypeDescription Information
Dunn, Alexander R.0000-0001-6096-4600
Winkler, Jay R.0000-0002-4453-9716
Gray, Harry B.0000-0002-7937-7876
Additional Information:© 2002 American Chemical Society. Received June 4, 2002. Publication Date (Web): August 10, 2002. This work was supported by the Fannie and John Hertz Foundation (A.R.D.), the National Science Foundation, and the National Institutes of Health (Metalloprotein Program Project Grant P01 GM48495; NRSA fellowship GM20703 to A.-M.A.H.).
Funding AgencyGrant Number
Fannie and John Hertz FoundationUNSPECIFIED
NIHP01 GM48495
NIH Predoctoral FellowshipGM20703-03
Issue or Number:35
Record Number:CaltechAUTHORS:20170421-083018566
Persistent URL:
Official Citation:Fluorescent Probes for Cytochrome P450 Structural Characterization and Inhibitor Screening Alexander R. Dunn, Anna-Maria A. Hays, David B. Goodin, C. David Stout, Richard Chiu, Jay R. Winkler, and Harry B. Gray Journal of the American Chemical Society 2002 124 (35), 10254-10255 DOI: 10.1021/ja0271678
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:76801
Deposited By: Tony Diaz
Deposited On:21 Apr 2017 20:50
Last Modified:15 Nov 2021 17:02

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