Formation of benzo[a]pyrene-3,6-quinol mono- and diglucuronides in rat liver microsomes
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Cited by (37)
Overexpression of NAD(P)H:quinone oxidoreductase 1 (NQO1) and genomic gain of the NQO1 locus modulates breast cancer cell sensitivity to quinones
2016, Life SciencesCitation Excerpt :Most of them, as well as azo dyes and aromatic nitro-compounds, are reduced by the cytosolic enzyme NAD(P)H:quinone oxidoreductase 1 (NQO1), formerly known as DT-diaphorase, that uses NADH and NADPH as cofactors [3,4]. For example, menadione reduction by NQO1 forms a stable hydroquinone that can be conjugated to UDP-glucuronic acid to form glucuronoconjugates, which are easily excreted from the cell [5]. In addition, NQO1-mediated two-electron reduction prevents the futile redox-cycle that occurs when menadione is reduced by one electron via NADPH cytochrome P450 reductase or by reducing agents such as ascorbate [6,7].
Deep sequencing-based transcriptome profiling analysis of Chlamys farreri exposed to benzo[a]pyrene
2014, GeneCitation Excerpt :It is not known if enzyme products of these transcripts biotransform organic compounds in BaP and what effects this might have on the toxicity of BaP. NAD(P)H:quinone oxidoreductase-1 (NQO1) is a phase II enzyme that catalyzes the two-electron reduction of quinones (Lind, 1985), thereby diminishing the toxicity of quinone-structured compounds (Joseph and Jaiswal, 1994). The expression of NQO1 is highly inducible by BaP (Kann et al., 2005).
Disruption of Nrf2/ARE signaling impairs antioxidant mechanisms and promotes cell degradation pathways in aged skeletal muscle
2012, Biochimica et Biophysica Acta - Molecular Basis of DiseaseCitation Excerpt :Taken together, the loss of Nrf2 is not deleterious to the skeletal muscle under basal-physiological or unstressed states. NAD(P)H-quinone oxidoreductase-1 (NQO1) is one of the major phase-II antioxidant enzymes that catalyzes the 2-electron reduction of quinones and thereby quenches toxicity [56]. To determine the effects of Nrf2 abrogation on major antioxidant gene expression, we performed q-PCR analysis in young (2 months of age) WT and Nrf2−/−mice.
Nrf2-dependent induction of NQO1 in mouse aortic endothelial cells overexpressing catalase
2011, Free Radical Biology and MedicineUDP-glucuronosyltransferases 1A6 and 1A10 catalyze reduced menadione glucuronidation
2008, Biochemical and Biophysical Research CommunicationsCitation Excerpt :Bock et al. first described BaP-3,6-quinol glucuronide formation catalyzed by UGT via reduction of BaP-3,6-quinone by purified NADPH-cytochrome c reductase [20]. Lind also noted the importance of NQO1 reduction of Bap-3,6-quinone for the formation of its glucuronide using the rat liver S9 fraction as an enzyme source [21,22]. They also found that the yield of BaP-3,6-quinol glucuronide was increased by the use of NADH as a cofactor in comparison with the use of NADPH.
Quinone Reductase-Mediated Nitro-Reduction: Clinical Applications
2004, Methods in EnzymologyCitation Excerpt :However the two-electron reduction of quinones to hydroquinones by NQO1 represents a detoxification pathway, because hydroquinones are stable with respect to autoxidation and therefore bypass the radical–generating semiquinone. Hydroquinones may then undergo conjugation with glucuronate and other water-soluble ligands and be excreted from the cell.3,7,8 Thus, under aerobic conditions, NQO1 would appear to play an important role in the cellular defense against oxygen stress caused by quinones.