Determination of binding points of methylene blue and cationic phenoxazine dyes on human butyrylcholinesterase.

Abstract:

:In this study, the binding points of MethB and two structurally-related cationic phenoxazine dyes [meldola blue (MB) and nile blue (NB)] to human butyrylcholinesterase (BChE) were investigated by molecular docking and site directed mutagenesis. The comparative inhibitory effects of MethB, MB and NB on recombinant wild type BChE and six human BChE mutants were spectrophotometrically studied. Kinetic analyses yielded the following information: MethB and MB were found to cause nonlinear inhibition of all recombinant BChEs except Y332A, compatible with a multi-site binding model. On the other hand, MethB and MB caused linear mixed inhibition of Y332A mutant, compatible with a single binding mode. Comparing the inhibitory effects in aspect of Ki values with recombinant wild type BChE (Ki=0.042 μM), MethB was found to be ∼30, 80 and 270-fold less effective as an inhibitor of Y332A, F329A and T120F, respectively. NB caused nonlinear inhibition of all recombinant BChEs. The inhibitory effect of NB on Y332A mutant was ∼370-fold lower, compared to recombinant wild type BChE (Ki=0.006 μM). Considering both kinetic and molecular docking results together, it was concluded that threonine 120, phenylalanine 329 and tyrosine 332 are critical amino acids in binding of cationic phenoxazine/phenothiazine structured ligands to human BChE.

journal_name

Arch Biochem Biophys

authors

Sezgin Z,Biberoglu K,Chupakhin V,Makhaeva GF,Tacal O

doi

10.1016/j.abb.2013.01.003

subject

Has Abstract

pub_date

2013-04-01 00:00:00

pages

32-8

issue

1

eissn

0003-9861

issn

1096-0384

pii

S0003-9861(13)00015-5

journal_volume

532

pub_type

杂志文章
  • Alterations of heme, cytochrome P-450, and steroid metabolism by mercury in rat adrenal.

    abstract::The treatment of male rats with Hg2+ resulted in significant alterations in heme and hemoprotein metabolism in the adrenal gland which, in turn, were reflected in abnormal steroidogenic activities and steroid output. Twenty-four hours after the administration of 30 mumol of HgCl2/kg (sc) the mitochondrial heme and cyt...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(86)90500-x

    authors: Veltman JC,Maines MD

    更新日期:1986-08-01 00:00:00

  • Studies on genomic DNA topology and stability in brain regions of Parkinson's disease.

    abstract::DNA damage has been postulated as a mechanism of neuronal death in Parkinson's disease (PD). In the present study, genomic DNA was isolated from eight brain regions (frontal, temporal, and occipital cortex, hippocampus, caudate/putamen, thalamus, cerebellum, and midbrain) from five neuropathologically confirmed cases ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2006.02.018

    authors: Hegde ML,Gupta VB,Anitha M,Harikrishna T,Shankar SK,Muthane U,Subba Rao K,Jagannatha Rao KS

    更新日期:2006-05-15 00:00:00

  • Isolation of 19,20-dehydroprostaglandins E1 and E2 in human seminal fluid and further studies on 18,19-dehydroprostaglandins E1 and E2.

    abstract::Human seminal fluid was recently found to contain 18,19-dehydroprostaglandins E1 and E2 (E. H. Oliw, H. Sprecher, and M. Hamberg, (1986) J. Biol. Chem. 261, 2675-2683). In the present study, the cis and trans isomers of 18,19-dehydroprostaglandins E1 and E2 were prepared by incubation of microsomes of ram vesicular gl...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(87)90345-6

    authors: Oliw EH,Benthin G,Hamberg M

    更新日期:1987-10-01 00:00:00

  • 12-O-tetradecanoylphorbol-13-acetate induces apoptosis in renal epithelial cells through a growth signal conflict which is prevented by activated ras.

    abstract::12-O-Tetradecanoylphorbol-13-acetate (TPA) induced apoptosis in the pig renal epithelial cell line LLC-PK1 after 24 h of treatment as assessed by caspase 3 activation. Cotreatment of the cells with bryostatin markedly reduced the apoptotic effects of TPA. Okadaic acid, another tumor promoter, also induced apoptosis. E...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2000.2182

    authors: Lee RG,Rosson D

    更新日期:2001-01-15 00:00:00

  • A novel Arnt-interacting protein Ainp2 enhances the aryl hydrocarbon receptor signalling.

    abstract::In an effort to better understand the Ah receptor nuclear translocator (Arnt)-dependent signaling mechanisms, we employed a phage display system to identify Arnt-interacting peptides. Human liver cDNA library was utilized to screen for Arnt-interacting peptides using an Arnt construct fused to thioredoxin (TH-ArntCDel...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2005.06.026

    authors: Li Y,Luu TC,Chan Wk

    更新日期:2005-09-01 00:00:00

  • Purification of catalytically active caspase-12 and its biochemical characterization.

    abstract::Caspase-12, mainly detected in endoplasmic reticulum (ER), has been suggested to play a role in ER-mediated apoptosis and inflammatory caspase activation pathway. Cleavage of the prodomain by caspase-3/-7 at the carboxyl terminus of Asp94 or m-calpain at the carboxyl terminus of Lys158 was reported to be a part of cas...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2010.07.013

    authors: Lee HJ,Lee SH,Park SH,Sharoar MG,Shin SY,Lee JS,Cho B,Park IS

    更新日期:2010-10-01 00:00:00

  • Intensification of serum albumin amyloidogenesis by a glycation-peroxidation loop (GPL).

    abstract::The interaction of reducing sugars with proteins leads to the formation of advanced glycation end products (AGE) and reactive oxidative species (ROS). ROS peroxidise free or membrane included unsaturated fatty acids, leading to generate reactive aldehydes as advanced lipid peroxidation end products (ALE). Aldehydes fr...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2019.05.008

    authors: Nooshi-Nedamani S,Habibi-Rezaei M,Farzadfard A,Moosavi-Movahedi AA

    更新日期:2019-06-15 00:00:00

  • Catalase-like activity of human methemoglobin: a kinetic and mechanistic study.

    abstract::Hydrogen peroxide triggers a redox cycle between methemoglobin and ferrylhemoglobin, leading to protein inactivation and oxygen evolution. In the present paper, the catalase-like oxygen production by human methemoglobin in the presence of H(2)O(2) was kinetically characterized with a Clark-type electrode. Progress cur...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2011.09.006

    authors: González-Sánchez MI,García-Carmona F,Macià H,Valero E

    更新日期:2011-12-01 00:00:00

  • Stimulation of AMP-activated protein kinase (AMPK) is associated with enhancement of Glut1-mediated glucose transport.

    abstract::In cells expressing only the Glut1 isoform of glucose transporters, we have shown that glucose transport is markedly stimulated in response to hypoxia or inhibition of oxidative phosphorylation, conditions that would be expected to cause a stimulation of AMP-activated protein kinase (AMPK) activity. In the present stu...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2000.1935

    authors: Abbud W,Habinowski S,Zhang JZ,Kendrew J,Elkairi FS,Kemp BE,Witters LA,Ismail-Beigi F

    更新日期:2000-08-15 00:00:00

  • Characterization of the effects of propranolol on the physical state of platelet membrane.

    abstract::The direct membrane effect of propranolol was studied in vitro on washed platelet preparations. Propranolol has been reported to inhibit platelet aggregation by mechanisms unrelated to its beta-blocking activity. In the present study, the drug was found to enhance 1-anilino-8-naphthalene sulfonate binding to platelet ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(90)90730-m

    authors: Dash D,Rao GR

    更新日期:1990-02-01 00:00:00

  • Two phosphorylated forms of myosin in thrombin-stimulated platelets.

    abstract::Three forms of 20-kDa myosin light chain (MLC), unphosphorylated, monophosphorylated, and diphosphorylated MLC (designated 20K, 20K-P, and 20K-PP) were demonstrated in thrombin-stimulated human platelets by two different gel electrophoretic methods: in the presence of glycerol urea or in two dimensions (isoelectric an...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(88)90337-2

    authors: Naka M,Saitoh M,Hidaka H

    更新日期:1988-03-01 00:00:00

  • Cancer chemopreventive oltipraz generates superoxide anion radical.

    abstract::The cancer chemopreventive actions of oltipraz, a member of a class of 1,2-dithiolethiones, have been primarily associated with the induction of phase 2 enzymes mediated by a 41bp enhancer element known as the anti-oxidant response element in the promoter regions of many phase 2 genes. It has been suggested that oxyge...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2004.11.028

    authors: Velayutham M,Villamena FA,Fishbein JC,Zweier JL

    更新日期:2005-03-01 00:00:00

  • Proteoglycans from the substratum adhesion sites of MSV-transformed BALB/c 3T3 cells.

    abstract::Kirsten murine sarcoma virus-transformed Balb/c 3T3 cells (KiMSV) are highly tumorigenic and metastatic in the appropriate murine host, are loosely adherent to the tissue culture substratum, and can be readily detached from the substratum by ethylene glycol bis(beta-aminoethyl ether) N,N'-tetraacetic acid treatment le...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(83)90163-7

    authors: Miketo LJ,Culp LA

    更新日期:1983-03-01 00:00:00

  • The effect of the 3'-OH group on the conformation and binding ability of anhydropyrimidine nucleosides to uridine phosphorylase.

    abstract::2,2'-Anhydro-3'-deoxy-5-ethyluridine, a new pyrimidine nucleoside analog, has been examined in terms of its binding potency to uridine phosphorylase, and its conformation in solution (NMR) was studied. 2,2'-Anhydro-3'-deoxy-5-ethyluridine has a Ki value of 3.4 microM for uridine phosphorylase from rat intestinal mucos...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(91)90001-y

    authors: Veres Z,Neszmélyi A,Szabolcs A,Kiss AI,Dénes G

    更新日期:1991-04-01 00:00:00

  • Static compression is associated with decreased diffusivity of dextrans in cartilage explants.

    abstract::The chondrocytes of adult articular cartilage rely upon transport phenomena within their avascular extracellular matrix for many biological activities. Therefore, changes in matrix structure which influence cytokine transport parameters may be an important mechanism involved in the chondrocyte response to tissue compr...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2000.2077

    authors: Quinn TM,Kocian P,Meister JJ

    更新日期:2000-12-15 00:00:00

  • Elevated cholesterol and decreased sterol carrier protein-2 in peroxisomes from AS-30D hepatoma compared to normal rat liver.

    abstract::Peroxisomes were isolated from AS-30D hepatoma and compared to normal rat liver cells for the purpose of investigating the cholesterol accumulation in the hepatoma cells. Cholesterol was found to be approximately 10-fold higher relative to protein in AS-30D peroxisomes as compared to peroxisomes from normal liver. The...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(91)90355-m

    authors: Lyons HT,Kharroubi A,Wolins N,Tenner S,Chanderbhan RF,Fiskum G,Donaldson RP

    更新日期:1991-03-01 00:00:00

  • Relationship between activity and stability: Design and characterization of stable variants of human frataxin.

    abstract::The relationships between conformational dynamics, stability and protein function are not obvious. Frataxin (FXN) is an essential protein that forms part of a supercomplex dedicated to the iron-sulfur (Fe-S) cluster assembly within the mitochondrial matrix. In humans, the loss of FXN expression or a decrease in its fu...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2020.108491

    authors: Castro IH,Bringas M,Doni D,Noguera ME,Capece L,Aran M,Blaustein M,Costantini P,Santos J

    更新日期:2020-09-30 00:00:00

  • The question of chymase in cultured muscle cells.

    abstract::An alkaline proteinase, identical to mast cell chymase, has been described by a number of laboratories as being associated with myofibrils extracted from adult rat skeletal muscle tissue. A more recent study has indicated that chymase may be an intrinsic protein in the rat myocyte. The present study of rat myogenic ce...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(88)90638-8

    authors: Hartz PA,Bird JW

    更新日期:1988-06-01 00:00:00

  • Glyceraldehyde-3-phosphate dehydrogenase inactivation by peroxynitrite.

    abstract::Rabbit muscle glyceraldehyde-3-phosphate dehydrogenase (GAPDH) was inactivated by peroxynitrite under biologically relevant conditions. The decrease of enzymatic activity followed an exponential function, and the concentration of peroxynitrite needed to inactivate 50% of 7 microM GAPDH (IC50) was 17 microM. Hydroxyl r...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1998.0932

    authors: Souza JM,Radi R

    更新日期:1998-12-15 00:00:00

  • Inhibitory effects of cold atmospheric plasma on the growth, virulence factors and HSP90 gene expression in Candida albicans.

    abstract::In spite of the abundance of antifungal therapies, 75% of women in the world suffer from the second most common cause of vaginal infection named vulvovaginal candidiasis. This complication is characterized with overgrowth of Candida albicans. The low efficacy and side effects of current antifungal therapies have convi...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2021.108772

    authors: Ebrahimi-Shaghaghi F,Noormohammadi Z,Atyabi SM,Razzaghi-Abyaneh M

    更新日期:2021-01-22 00:00:00

  • Prolongation of insulin-induced activation of mitogen-activated protein kinases ERK 1/2 and phosphatidylinositol 3-kinase by vanadyl sulfate, a protein tyrosine phosphatase inhibitor.

    abstract::Vanadium salts such as vanadyl sulfate (VS), potent inhibitors of protein tyrosine phosphatases, have been shown to mimic, augment, and prolong insulin's action. However, the molecular mechanism of responses to these salts is not clear. In the present studies, we examined if VS-induced effects on insulin action are as...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2003.09.010

    authors: Théberge JF,Mehdi MZ,Pandey SK,Srivastava AK

    更新日期:2003-12-01 00:00:00

  • Conversion of dihomo-gamma-linolenic acid to mono- and dihydroxy acids by potato lipoxygenase: evidence for the formation of 8,9-leukotriene A3.

    abstract::Evidence for the formation of a positional isomer of leukotriene (LT) C3 (8,9-LTC3) from dihomo-gamma-linolenic acid has been published (Hammarström, S. J. Biol. Chem. 256, 7712-7714, 1981). This report describes the conversion of dihomo-gamma-linolenic acid to a postulated intermediate in former reaction, 8,9-LTA3, b...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(90)90483-f

    authors: Reddy CC,Bertler C,Hammarström S

    更新日期:1990-06-01 00:00:00

  • Stark absorption spectroscopy on the carotenoids bound to B800-820 and B800-850 type LH2 complexes from a purple photosynthetic bacterium, Phaeospirillum molischianum strain DSM120.

    abstract::Stark absorption spectroscopy was applied to clarify the structural differences between carotenoids bound to the B800-820 and B800-850 LH2 complexes from a purple photosynthetic bacterium Phaeospirillum (Phs.) molischianum DSM120. The former complex is produced when the bacteria are grown under stressed conditions of ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2014.12.015

    authors: Horibe T,Qian P,Hunter CN,Hashimoto H

    更新日期:2015-04-15 00:00:00

  • The aryl hydrocarbon receptor nuclear translocator-interacting protein 2 suppresses the estrogen receptor signaling via an Arnt-dependent mechanism.

    abstract::We explored whether modulation of the estrogen receptor (ER) signaling is possible through an aryl hydrocarbon receptor nuclear translocator (Arnt)-dependent mechanism. We utilized the Arnt-interacting protein 2 (Ainp2) to examine whether the presence of Ainp2 in MCF-7 cells would interfere with the Arnt-mediated ER s...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2010.07.022

    authors: Li Y,Li Y,Zhang T,Chan WK

    更新日期:2010-10-15 00:00:00

  • Calcium ion-independent recognition of sialyl and nonsialyl N-acetyllactosamine and Le(x) structures by boar sperm.

    abstract::Recognition of defined carbohydrate structures by boar sperm was studied on the basis of oligosaccharide structures of porcine zona pellucida glycoproteins so far elucidated. Boar sperm abundantly adhered to fetuin-Sepharose beads, moderately to asialofetuin-Sepharose beads, but not at all to galactosidase (beta1-4-li...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1999.1642

    authors: Mori E,Yoshitani N,Mori T,Takasaki S

    更新日期:2000-02-01 00:00:00

  • Losartan, an antagonist of AT1 receptor for angiotensin II, attenuates lipopolysaccharide-induced acute lung injury in rat.

    abstract::Angiotensin II (Ang II) plays an important role in inflammatory process. Acute lung injury (ALI), an inflammatory disorder of the lung, is commonly associated with endotoxemia; however, the mechanism that endotoxin (lipopolysaccharide, LPS) induces the inflammatory response in ALI is not well defined. Here, we showed,...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2008.09.019

    authors: Liu L,Qiu HB,Yang Y,Wang L,Ding HM,Li HP

    更新日期:2009-01-01 00:00:00

  • The alpha 1-helix in the extra-membranous domain contributes to the stability of the iron-sulfur protein of the cytochrome bc1 complex.

    abstract::Previously, we reported that several charged amino acids located in the alpha1-beta4 loop of the iron-sulfur protein are required to maintain the stability of the protein and its assembly into the cytochrome bc1 complex. The current study extends this analysis to several amino acids localized in the single alpha-helix...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1998.0894

    authors: Obungu VH,Beattie DS

    更新日期:1998-11-01 00:00:00

  • Binding and crossing: Methods for the characterization of membrane-active peptides interactions with membranes at the molecular level.

    abstract::Antimicrobial and cell-penetrating peptides have been the object of extensive studies for more than 60 years. Initially these two families were studied separately, and more recently parallels have been drawn. These studies have given rise to numerous methodological developments both in terms of observation techniques ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章,评审

    doi:10.1016/j.abb.2021.108751

    authors: Emmanuelle S,Astrid W,Sandrine S,Sophie C,Nicolas R

    更新日期:2021-01-07 00:00:00

  • Purification, characterization, and subcellular localization of an acid phosphatase from black mustard cell-suspension cultures: comparison with phosphoenolpyruvate phosphatase.

    abstract::An acid phosphatase from Brassica nigra (black mustard) leaf petiole cell-suspension cultures has been purified 1633-fold to a final specific activity of 1225 (mumols orthophosphate produced/min)/mg protein and near homogeneity. The native protein was a glycosylated monomer having a molecular mass of 60 kDa and a pI o...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(91)90033-f

    authors: Duff SM,Lefebvre DD,Plaxton WC

    更新日期:1991-04-01 00:00:00

  • A study of human furin specificity using synthetic peptides derived from natural substrates, and effects of potassium ions.

    abstract::We explored furin substrate requirements in addition to the motif R-X-K/R-R using synthetic fluorescent resonance energy transfer (FRET) decapeptides. These decapeptides were derived from furin cleavage sites in viral coat glycoproteins and human and bacterial protein precursors. The hydrolysis by furin of most substr...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2009.05.013

    authors: Izidoro MA,Gouvea IE,Santos JA,Assis DM,Oliveira V,Judice WA,Juliano MA,Lindberg I,Juliano L

    更新日期:2009-07-15 00:00:00