Covalent modification of Thr302 in cytochrome P450 2B1 by the mechanism-based inactivator 4-tert-butylphenylacetylene (Q33890883)

29 July 2017

title

Covalent modification of Thr302 in cytochrome P450 2B1 by the mechanism-based inactivator 4-tert-butylphenylacetylene (English)

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29 July 2017

Hsia-lien Lin

1

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29 July 2017

Haoming Zhang

series ordinal

2

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29 July 2017

Monica Jushchyshyn

series ordinal

3

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29 July 2017

Paul F Hollenberg

series ordinal

4

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29 July 2017

language of work or name

English

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publication date

3 March 2010

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29 July 2017

number of pages

7

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Journal of Pharmacology and Experimental Therapeutics

inferred from page(s)

published in

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29 July 2017

volume

333

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29 July 2017

issue

3

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29 July 2017

page(s)

663-669

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tert-Butylphenylacetylene is a potent mechanism-based inactivator of cytochrome P450 2B4: inhibition of cytochrome P450 catalysis by steric hindrance

29 July 2017

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Mechanism-based inactivation of CYP2B1 and its F-helix mutant by two tert-butyl acetylenic compounds: covalent modification of prosthetic heme versus apoprotein

5 July 2018

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Modification of serine 360 by a reactive intermediate of 17-alpha-ethynylestradiol results in mechanism-based inactivation of cytochrome P450s 2B1 and 2B6.

5 July 2018

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5 July 2018

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Fluorescent photoaffinity labeling of cytochrome P450 3A4 by lapachenole: identification of modification sites by mass spectrometry

5 July 2018

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Structure of mammalian cytochrome P450 2B4 complexed with 4-(4-chlorophenyl)imidazole at 1.9-A resolution: insight into the range of P450 conformations and the coordination of redox partner binding

5 July 2018

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Mechanism-based inactivation of cytochromes P450 2E1 and 2B1 by 5-phenyl-1-pentyne

5 July 2018

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Secobarbital-mediated inactivation of cytochrome P450 2B1 and its active site mutants. Partitioning between heme and protein alkylation and epoxidation

5 July 2018

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Replacement of Thr-303 of P450 2E1 with serine modifies the regioselectivity of its fatty acid hydroxylase activity

5 July 2018

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Crystal structure of hemoprotein domain of P450BM-3, a prototype for microsomal P450's

5 July 2018

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Identification of active-site peptides from 3H-labeled 2-ethynylnaphthalene-inactivated P450 2B1 and 2B4 using amino acid sequencing and mass spectrometry

5 July 2018

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Mechanism-based inactivation of cytochrome P450 2B1 by 9-ethynylphenanthrene

5 July 2018

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Crystal structure of the cytochrome P-450CAM active site mutant Thr252Ala

5 July 2018

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Site-directed mutagenesis of cytochrome P450s CYP2A1 and CYP2A2: influence of the distal helix on the kinetics of testosterone hydroxylation

5 July 2018

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Identification of the highly reactive cysteine 151 in the chemopreventive agent-sensor Keap1 protein is method-dependent.

5 July 2018

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Time-dependent inactivation of P450 3A4 by raloxifene: identification of Cys239 as the site of apoprotein alkylation

29 October 2018

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Functional role of residues in the helix B' region of cytochrome P450 2B1.

29 October 2018

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Novel reversible inactivation of cytochrome P450 2E1 T303A by tert-butyl acetylene: the role of threonine 303 in proton delivery to the active site of cytochrome P450 2E1.

29 October 2018

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Threonine-205 in the F Helix of P450 2B1 Contributes to Androgen 16β-Hydroxylation Activity and Mechanism-Based Inactivation

29 October 2018

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Mechanism-based inactivation of cytochromes P450 2E1 and 2E1 T303A by tert-butyl acetylenes: characterization of reactive intermediate adducts to the heme and apoprotein

29 October 2018

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Mechanism-based inactivation of cytochrome P450 3A4 by 17 alpha-ethynylestradiol: evidence for heme destruction and covalent binding to protein

29 October 2018

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Effect of 17-alpha-ethynylestradiol on activities of cytochrome P450 2B (P450 2B) enzymes: characterization of inactivation of P450s 2B1 and 2B6 and identification of metabolites

29 October 2018

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Differential effects of naturally occurring isothiocyanates on the activities of cytochrome P450 2E1 and the mutant P450 2E1 T303A.

29 October 2018

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https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2879930

Structure and function of cytochromes P450: a comparative analysis of three crystal structures

29 October 2018

1 reference

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Shift of the acetylenic hydrogen during chemical and enzymatic oxidation of the biphenylacetylene triple bond

29 October 2018

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12 December 2020

Branchpoint for heme alkylation and metabolite formation in the oxidation of arylacetylenes by cytochrome P-450

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12 December 2020

The importance of threonine-301 from cytochromes P-450 (laurate (omega-1)-hydroxylase and testosterone 16 alpha-hydroxylase) in substrate binding as demonstrated by site-directed mutagenesis

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12 December 2020

Substrate recognition sites in cytochrome P450 family 2 (CYP2) proteins inferred from comparative analyses of amino acid and coding nucleotide sequences

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12 December 2020

2 Modeling of mammalian P450s on basis of P450cam x-ray structure

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12 December 2020

Mechanism-based inactivation of cytochrome P450 2B1 by 2-ethynylnaphthalene: identification of an active-site peptide

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12 December 2020

Structural determinants of cytochrome P450 2B1 specificity: evidence for five substrate recognition sites

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12 December 2020

A role for threonine 302 in the mechanism-based inactivation of P450 2B4 by 2-ethynylnaphthalene

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12 December 2020

Distributed automated docking of flexible ligands to proteins: Parallel applications of AutoDock 2.4

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12 December 2020

Aryl acetylenes as mechanism-based inhibitors of cytochrome P450-dependent monooxygenase enzymes

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12 December 2020

Identification of cytochrome P450 3A4 modification site with reactive metabolite using linear ion trap-Fourier transform mass spectrometry

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12 December 2020

Identifiers

DOI

10.1124/JPET.109.164350

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29 July 2017

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29 July 2017

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