Literature DB >> 30787100

Time Course of Aldehyde Oxidase and Why It Is Nonlinear.

Armina Abbasi1, Erickson M Paragas1, Carolyn A Joswig-Jones1, John T Rodgers1, Jeffrey P Jones2.   

Abstract

Many promising drug candidates metabolized by aldehyde oxidase (AOX) fail during clinical trial owing to underestimation of their clearance. AOX is species-specific, which makes traditional allometric studies a poor choice for estimating human clearance. Other studies have suggested using half-life calculated by measuring substrate depletion to measure clearance. In this study, we proposed using numerical fitting to enzymatic pathways other than Michaelis-Menten (MM) to avoid missing the initial high turnover rate of product formation. Here, product formation over a 240-minute time course of six AOX substrates-O6-benzylguanine, N-(2-dimethylamino)ethyl)acridine-4-carboxamide, zaleplon, phthalazine, BIBX1382 [N8-(3-Chloro-4-fluorophenyl)-N2-(1-methyl-4-piperidinyl)-pyrimido[5,4-d]pyrimidine-2,8-diamine dihydrochloride], and zoniporide-have been provided to illustrate enzyme deactivation over time to help better understand why MM kinetics sometimes leads to underestimation of rate constants. Based on the data provided in this article, the total velocity for substrates becomes slower than the initial velocity by 3.1-, 6.5-, 2.9-, 32.2-, 2.7-, and 0.2-fold, respectively, in human expressed purified enzyme, whereas the K m remains constant. Also, our studies on the role of reactive oxygen species (ROS), such as superoxide and hydrogen peroxide, show that ROS did not significantly alter the change in enzyme activity over time. Providing a new electron acceptor, 5-nitroquinoline, did, however, alter the change in rate over time for mumerous compounds. The data also illustrate the difficulties in using substrate disappearance to estimate intrinsic clearance.
Copyright © 2019 by The American Society for Pharmacology and Experimental Therapeutics.

Entities:  

Mesh:

Substances:

Year:  2019        PMID: 30787100      PMCID: PMC6439458          DOI: 10.1124/dmd.118.085787

Source DB:  PubMed          Journal:  Drug Metab Dispos        ISSN: 0090-9556            Impact factor:   3.922


  36 in total

1.  Aldehyde oxidase: an enzyme of emerging importance in drug discovery.

Authors:  David C Pryde; Deepak Dalvie; Qiyue Hu; Peter Jones; R Scott Obach; Thien-Duc Tran
Journal:  J Med Chem       Date:  2010-09-20       Impact factor: 7.446

2.  O6-benzylguanine in humans: metabolic, pharmacokinetic, and pharmacodynamic findings.

Authors:  M E Dolan; S K Roy; A A Fasanmade; P R Paras; R L Schilsky; M J Ratain
Journal:  J Clin Oncol       Date:  1998-05       Impact factor: 44.544

3.  In vitro-in vivo correlation for intrinsic clearance for drugs metabolized by human aldehyde oxidase.

Authors:  Michael Zientek; Ying Jiang; Kuresh Youdim; R Scott Obach
Journal:  Drug Metab Dispos       Date:  2010-05-05       Impact factor: 3.922

4.  Evidence for substrate-dependent inhibition profiles for human liver aldehyde oxidase.

Authors:  John T Barr; Jeffrey P Jones
Journal:  Drug Metab Dispos       Date:  2012-09-20       Impact factor: 3.922

5.  Identification of enzymes responsible for nitrazepam metabolism and toxicity in human.

Authors:  Keigo Konishi; Tatsuki Fukami; Saki Gotoh; Miki Nakajima
Journal:  Biochem Pharmacol       Date:  2017-06-10       Impact factor: 5.858

6.  Evaluation of atypical cytochrome P450 kinetics with two-substrate models: evidence that multiple substrates can simultaneously bind to cytochrome P450 active sites.

Authors:  K R Korzekwa; N Krishnamachary; M Shou; A Ogai; R A Parise; A E Rettie; F J Gonzalez; T S Tracy
Journal:  Biochemistry       Date:  1998-03-24       Impact factor: 3.162

Review 7.  The effect of cytochrome P450 metabolism on drug response, interactions, and adverse effects.

Authors:  Tom Lynch; Amy Price
Journal:  Am Fam Physician       Date:  2007-08-01       Impact factor: 3.292

8.  The two faces of aldehyde oxidase: Oxidative and reductive transformations of 5-nitroquinoline.

Authors:  Erickson M Paragas; Sara C Humphreys; Joshua Min; Carolyn A Joswig-Jones; Jeffrey P Jones
Journal:  Biochem Pharmacol       Date:  2017-09-06       Impact factor: 5.858

9.  Cross-species comparison of the metabolism and excretion of zoniporide: contribution of aldehyde oxidase to interspecies differences.

Authors:  Deepak Dalvie; Chenghong Zhang; Weichao Chen; Teresa Smolarek; R Scott Obach; Cho-Ming Loi
Journal:  Drug Metab Dispos       Date:  2009-12-29       Impact factor: 3.922

10.  Characterization of the magnitude and mechanism of aldehyde oxidase-mediated nitric oxide production from nitrite.

Authors:  Haitao Li; Tapan Kumar Kundu; Jay L Zweier
Journal:  J Biol Chem       Date:  2009-09-28       Impact factor: 5.157

View more
  11 in total

1.  Numerical Methods for Modeling Enzyme Kinetics.

Authors:  Jaydeep Yadav; Ken Korzekwa; Swati Nagar
Journal:  Methods Mol Biol       Date:  2021

2.  Numerical Analysis of Time-Dependent Inhibition by MDMA.

Authors:  John T Rodgers; Jeffrey P Jones
Journal:  Drug Metab Dispos       Date:  2019-10-22       Impact factor: 3.922

Review 3.  Roles of selected non-P450 human oxidoreductase enzymes in protective and toxic effects of chemicals: review and compilation of reactions.

Authors:  Slobodan P Rendić; Rachel D Crouch; F Peter Guengerich
Journal:  Arch Toxicol       Date:  2022-06-01       Impact factor: 6.168

4.  Site-Directed Mutagenesis at the Molybdenum Pterin Cofactor Site of the Human Aldehyde Oxidase: Interrogating the Kinetic Differences Between Human and Cynomolgus Monkey.

Authors:  Armina Abbasi; Carolyn A Joswig-Jones; Jeffrey P Jones
Journal:  Drug Metab Dispos       Date:  2020-10-05       Impact factor: 3.922

5.  Enzyme Kinetics, Pharmacokinetics, and Inhibition of Aldehyde Oxidase.

Authors:  Erickson M Paragas; Kanika Choughule; Jeffrey P Jones; John T Barr
Journal:  Methods Mol Biol       Date:  2021

Review 6.  Time-dependent enzyme inactivation: Numerical analyses of in vitro data and prediction of drug-drug interactions.

Authors:  Jaydeep Yadav; Erickson Paragas; Ken Korzekwa; Swati Nagar
Journal:  Pharmacol Ther       Date:  2019-12-11       Impact factor: 12.310

7.  Effect of Cytochrome P450 and ABCB1 Polymorphisms on Imatinib Pharmacokinetics After Single-Dose Administration to Healthy Subjects.

Authors:  María Ángeles Pena; Javier Muriel; Miriam Saiz-Rodríguez; Alberto M Borobia; Francisco Abad-Santos; Jesús Frías; Ana M Peiró
Journal:  Clin Drug Investig       Date:  2020-07       Impact factor: 2.859

8.  Comparing the immunogenicity of glycosidase-directed resiquimod prodrugs mediated by cancer cell metabolism.

Authors:  Austin T Ryan; Anunay J Pulukuri; Maryam Davaritouchaee; Armina Abbasi; Aaron T Hendricksen; Larissa K Opp; Anthony J Burt; Amy E Nielsen; Rock J Mancini
Journal:  Acta Pharmacol Sin       Date:  2020-05-25       Impact factor: 6.150

9.  Predicting liver cytosol stability of small molecules.

Authors:  Pranav Shah; Vishal B Siramshetty; Alexey V Zakharov; Noel T Southall; Xin Xu; Dac-Trung Nguyen
Journal:  J Cheminform       Date:  2020-04-07       Impact factor: 5.514

10.  Effects of alcohol-induced increase in CYP2E1 content in human liver microsomes on the activity and cooperativity of CYP3A4.

Authors:  Bikash Dangi; Nadezhda Y Davydova; Marc A Maldonado; Armina Abbasi; Nikita E Vavilov; Victor G Zgoda; Dmitri R Davydov
Journal:  Arch Biochem Biophys       Date:  2020-11-13       Impact factor: 4.013

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.