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Ligand bilirubin

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for bilirubin

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Natural Substrate (9 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.3.1.24

bilirubin + NAD(P)+ = biliverdin + NAD(P)H + H+

695497

-

1.3.1.24

bilirubin + NAD+ = biliverdin + NADH + H+

711794, 711965, 712793, 711662

-

1.3.1.24

bilirubin + NADP+ = biliverdin + NADPH + H+

698922, 698944, 699950, 701357, 711794, 711965, 712793, 701305, 711662

-

1.3.3.5

2 bilirubin + O2 = 2 biliverdin + 2 H2O

724075, 724076, 710859, 725086, 764077, 710766, 746191, 724607

-

1.3.3.5

2 bilirubin + O2 = 2 biliverdin + H2O

764326, 764333, 764462, 764493, 764609, 764967, 765172, 765424, 765810, 765821, 764594, 765695

-

2.4.1.17

bilirubin + UDPglucuronate = UDP + bilirubin O-glucuronide

488780, 488792, 488700

-

2.4.1.17

UDP-D-glucuronate + bilirubin = UDP + bilirubin beta-D-glucuronoside

691934

-

2.4.1.17

UDP-glucuronic acid + bilirubin = UDP + bilirubin-glucuronoside

676313

-

1.3.1.24

3 entries

1.3.3.5

2 entries

2.4.1.17

3 entries

7.2.2.2

bilirubin/cytoplasm + ATP + H2O = bilirubin/vacuole + ADP + phosphate

289188

-

In Vivo Product in Enzyme-catalyzed Reactions (9 results)

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Show Natural Product (9 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.3.1.24

biliverdin + coenzyme F420 + H+ = bilirubin + reduced coenzyme F420

0

-

1.3.1.24

biliverdin + NAD(P)H = bilirubin + NAD(P)+

437788, 437805, 437808, 437802, 437806, 437801

-

1.3.1.24

biliverdin + NADH + H+ = bilirubin + NAD+

0

-

1.3.1.24

biliverdin + NADPH + H+ = bilirubin + NADP+

0

-

1.3.1.24

biliverdin IXalpha + NAD(P)H + H+ = bilirubin + NAD(P)+

0

-

1.3.1.24

biliverdin IXbeta + NADH + H+ = bilirubin + NAD+

0

-

1.3.1.24

biliverdin IXbeta + NADPH + H+ = bilirubin + NADP+

0

-

1.3.1.24

7 entries

2.7.12.1

biliverdin + ? = bilirubin + ?

0

-

7.2.2.2

bilirubin/cytoplasm + ATP + H2O = bilirubin/vacuole + ADP + phosphate

0

-

Substrate in Enzyme-catalyzed Reactions (23 results)

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Show Substrate (23 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.10.3.2

bilirubin + O2 = ?

726713

-

1.3.1.24

bilirubin + NAD(P)+ = biliverdin + NAD(P)H + H+

695497

-

1.3.1.24

bilirubin + NAD+ = biliverdin + NADH + H+

711794, 711965, 712793, 437789, 437824, 711662

-

1.3.1.24

bilirubin + NADP+ = biliverdin + NADPH + H+

698922, 724924, 698944, 699950, 701357, 711794, 711965, 712793, 701305, 763307, 711662

-

1.3.3.5

(4Z,15Z)-bilirubin IX alpha + O2 = ?

391037

-

1.3.3.5

2 bilirubin + O2 = 2 biliverdin + 2 H2O

724075, 724076, 710859, 725086, 764077, 710766, 746191, 724607

-

1.3.3.5

2 bilirubin + O2 = 2 biliverdin + H2O

764326, 764333, 764462, 764493, 764609, 764967, 765172, 765424, 765810, 765821, 764594, 765695

-

1.3.3.5

bilirubin + O2 = biliverdin + H2O

673257, 391018, 391019, 391024, 391025, 391026, 655037, 655920, 657282, 672031, 684405, 684426, 684921, 685430, 686068, 686371, 686377, 688004, 654911, 656369, 687851, 685359, 686375, 672351, 391020, 391023, 391022, 391021, 671482

-

2.4.1.17

bilirubin + UDP-glucuronate = ?

671661

-

2.4.1.17

bilirubin + UDP-glucuronate = bilirubin D-glucuronate + UDP

719760

-

2.4.1.17

bilirubin + UDP-glucuronate = bilirubin glucuronoside + UDP

673306

-

2.4.1.17

bilirubin + UDP-glucuronate = UDP + bilirubin-glucuronoside

756805

-

2.4.1.17

bilirubin + UDPglucuronate = bilirubin monoglucuronoside + bilirubin diglucuronoside + UDP

488696, 488720, 488770, 488777, 488780, 488700, 488706, 488710, 488711, 488716, 488719, 488721, 488723, 488749, 488752, 488760, 488773, 488790, 488699, 488797, 488715, 488740, 488762, 488702, 488712, 488782, 488703, 488736, 488767, 488771, 488735, 488764

-

2.4.1.17

bilirubin + UDPglucuronate = UDP + bilirubin O-glucuronide

488780, 488792, 488700

-

2.4.1.17

UDP-D-glucuronate + bilirubin = UDP + ?

693111

-

2.4.1.17

UDP-D-glucuronate + bilirubin = UDP + bilirubin beta-D-glucuronoside

691934

-

2.4.1.17

UDP-glucuronate + bilirubin = ?

671843

-

2.4.1.17

UDP-glucuronate + bilirubin = UDP + bilirubin beta-D-glucuronoside

736010, 735649

-

2.4.1.17

UDP-glucuronic acid + bilirubin = bilirubin glucuronoside + UDP

676313

-

2.4.1.17

UDP-glucuronic acid + bilirubin = UDP + bilirubin-glucuronoside

676313, 673288

-

2.4.1.17

UDPglucuronate + bilirubin = ?

675741

-

1.3.1.24

3 entries

1.3.3.5

4 entries

2.4.1.17

13 entries

7.2.2.2

bilirubin/cytoplasm + ATP + H2O = bilirubin/vacuole + ADP + phosphate

289188

-

7.6.2.2

ATP + H2O + bilirubin[side 1] = ADP + phosphate + bilirubin[side 2]

747619

-

Product in Enzyme-catalyzed Reactions (13 results)

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Show Product (13 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.3.1.24

biliverdin + coenzyme F420 + H+ = bilirubin + reduced coenzyme F420

0

-

1.3.1.24

biliverdin + NAD(P)H + H+ = bilirubin + NAD(P)+

0

-

1.3.1.24

biliverdin + NAD(P)H = bilirubin + NAD(P)+

0, 437788, 437805, 437808, 437802, 437806, 437801

-

1.3.1.24

biliverdin + NADH + H+ = bilirubin + NAD+

0

-

1.3.1.24

biliverdin + NADPH + H+ = bilirubin + NADP+

0

-

1.3.1.24

biliverdin IXalpha + NAD(P)H + H+ = bilirubin + NAD(P)+

0

-

1.3.1.24

biliverdin IXalpha + NAD(P)H = bilirubin + NAD(P)+

0

-

1.3.1.24

biliverdin IXbeta + NADH + H+ = bilirubin + NAD+

0

-

1.3.1.24

biliverdin IXbeta + NADPH + H+ = bilirubin + NADP+

0

-

1.3.1.24

9 entries

2.7.12.1

biliverdin + ? = bilirubin + ?

0

-

3.2.1.31

bilirubin diglucuronide + H2O = bilirubin + D-glucuronate

0

-

7.2.2.2

bilirubin/cytoplasm + ATP + H2O = bilirubin/vacuole + ADP + phosphate

0

-

7.6.2.2

ATP + H2O + bilirubin[side 1] = ADP + phosphate + bilirubin[side 2]

0

-

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.17

stimulates the glucoronidation of 4-nitrophenol and morphine

488768

-

Inhibitor in Enzyme-catalyzed Reactions (29 results)

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Show Inhibitors (29 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.41

-

286760

-

1.3.1.24

-

437808

-

1.3.1.24

inhibits the enzyme in a competitive manner

437789

-

1.3.1.24

inhibits the enzyme in a feedback regulation system, biliverdin inhibits the heme oxygenase activity, overview

711794

-

1.3.1.24

product inhibition

437792, 437796

-

1.3.1.24

4 entries

1.3.3.15

competitive inhibitor

391011

-

1.3.3.4

competitive

390994, 390995, 391011

-

1.3.3.4

inhibition potency with recombinant wild-type and mutant enzymes, overview

654874

-

1.3.3.4

2 entries

1.3.3.5

0.09 mM, complete inhibition of enzyme activity in 50 : 50 chloroform-n-heptane two-phase system

391026

-

1.6.3.1

bilirubin concentration-dependently reduces NADPH oxidase-dependent superoxide production stimulated by angiotensin II in vascular smooth muscle cells

687050

-

1.6.3.1

bilirubin concentration-dependently reduces NADPH oxidase-dependent superoxide production stimulated by phorbol 12-myristate 13-acetate

687050

-

1.6.3.1

2 entries

2.3.1.37

-

486813

-

2.4.1.17

0.1 mM, 95.7% inhibition. 0.003 mM, 64.7% inhibition; 0.1 mM, very weak inhibition; very weak inhibition

673310

-

2.4.1.17

competitive to chenodeoxycholic acid

488772

-

2.4.1.17

completely inhibits the etoposide glucuronosyltransferase activity in liver microsomes at 0.5 mM

658521

-

2.4.1.17

linear noncompetitive inhibition towards estrone

488742

-

2.4.1.17

specific for isozyme UGT1A1, strong inhibition of sitafloxacin and moxifloxacin glucuronidation, moderate inhibition of levofloxacin glucuronidation, and weak inhibition of grepafloxacin glucuronidation

658531

-

2.4.1.17

strongly inhibits the formation of etoposide phenolic glucuronide (IC50: 0.075 mM) and EAG1 (I50: 0.054 mM), and significantly inhibits the formation of etoposide alcoholic glucuronide EAG2 (IC50: 0.140 mM)

673305

-

2.4.1.17

three-dimensional QSAR-model of UGT1A1 substrate inhibition, binding structure and modelling, overview

691934

-

2.4.1.17

tranilast glucuronosyltransferase activity, activity in human jejunum microsomes is strongly inhibited (IC50: 0.0811 mM)

673306

-

2.4.1.17

very low inhibition

737232

-

2.5.1.18

-

637924, 684236, 701576

-

2.5.1.18

50% inhibition at 0.009 mM

637951

-

2.5.1.18

50% inhibition at 0.01-0.02 mM

637913

-

2.5.1.18

no inhibitor, bilirubin binding site is different from catalytic site

637927

-

2.4.1.17

9 entries

2.5.1.18

4 entries

3.4.22.B69

-

731224

-

4.4.1.5

-

37431

-

5.3.99.2

0.0068 mM, 50% inhibition

649905

-

7.1.1.9

0.05 mM serum unconjugated bilirubin rapidly and selectively inhibits cytochrome c oxidase activity. Pre-treatment of neurons with 0.05 mM glycoursodeoxycholic acid prior to exposure to serum unconjugated bilirubin prevents inhibition of cytrochrome c oxidase activity

712814

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (18 results)

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Show Turnover Number (18 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.10.3.2

29

-

45°C, pH 8.4, LccA protein isolated from Haloferax volcanii H26 strain US02

726713

1.3.3.5

0.00133

-

preparations of enzyme lyophilized from N-(2-hydroxyethyl)-piperazine-N'-(3-propane-sulfonic acid) buffer suspended in 50 : 50 v/v chloroform-n-heptane mixture

391026

1.3.3.5

0.115

-

mutant I402G

673257

1.3.3.5

2.19

-

pH 7.5, 25°C

725086

1.3.3.5

3.93

-

recombinant enzyme

673257

1.3.3.5

29

-

conjugated bilirubin, pH 3.6, temperature not specified in the publication

724076

1.3.3.5

66.8

-

conjugated bilirubin, pH 7.2, 37°C

724607

1.3.3.5

67

-

conjugated bilirubin, pH 4.8, temperature not specified in the publication

724076

1.3.3.5

70

-

unconjugated bilirubin, pH 7.2, 37°C

724607

1.3.3.5

70

-

unconjugated bilirubin, pH 7.2, temperature not specified in the publication

724076

1.3.3.5

76.2

-

at pH 8.0 and 70 °C

765695

1.3.3.5

94.3

-

unconjugated bilirubin, pH 8.0, temperature not specified in the publication

724076

1.3.3.5

115

-

-

391022

1.3.3.5

117

-

conjugated bilirubin, pH 5.5, temperature not specified in the publication

724076

1.3.3.5

117

-

pH 8.0, authentic bilirubin oxidase

657282

1.3.3.5

200

-

pH 8.0, recombinant enzyme from Pichia pastoris

657282

1.3.3.5

530

-

-

391033

1.3.3.5

583

-

enzyme immobilized on alginate-silicate beads

391033

1.3.3.5

17 entries

K_M Value (35 results)

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Show KM Value (35 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.10.3.2

0.236

-

45°C, pH 8.4, LccA protein isolated from Haloferax volcanii H26 strain US02

726713

1.3.3.5

0.008

-

-

671482

1.3.3.5

0.008

-

unconjugated bilirubin, pH 7.0, temperature not specified in the publication

724076

1.3.3.5

0.015

-

conjugated bilirubin, pH 7.0, temperature not specified in the publication

724076

1.3.3.5

0.018

-

conjugated bilirubin, pH 3.6, temperature not specified in the publication

724076

1.3.3.5

0.021

-

pH 7.5, 25°C

725086

1.3.3.5

0.022

-

unconjugated bilirubin, pH 7.2, 37°C

724607

1.3.3.5

0.022

-

unconjugated bilirubin, pH 7.2, temperature not specified in the publication

724076

1.3.3.5

0.0312

-

at pH 8.0 and 70°C

765695

1.3.3.5

0.035

-

conjugated bilirubin, pH 4.8, temperature not specified in the publication

724076

1.3.3.5

0.0351

-

conjugated bilirubin, pH 7.2, 37°C

724607

1.3.3.5

0.04

-

-

391022

1.3.3.5

0.0602

-

preparations of enzyme lyophilized from N-(2-hydroxyethyl)-piperazine-N'-(3-propane-sulfonic acid) buffer suspended in 50 : 50 v/v chloroform-n-heptane mixture

391026

1.3.3.5

0.077

-

-

391020

1.3.3.5

0.1

-

pH 8.0, recombinant enzyme from Pichia pastoris

657282

1.3.3.5

0.109

-

enzyme immobilized on alginate-silicate beads

391033

1.3.3.5

0.12

-

conjugated bilirubin, pH 5.5, temperature not specified in the publication

724076

1.3.3.5

0.12

-

pH 8.0, authentic bilirubin oxidase

657282

1.3.3.5

0.136

-

-

391023

1.3.3.5

0.19

-

-

391019

1.3.3.5

0.19

-

assay in purely aqueous system

391026

1.3.3.5

0.222

-

-

391033

1.3.3.5

0.37

-

unconjugated bilirubin, pH 8.0, temperature not specified in the publication

724076

1.3.3.5

14.41

-

mutant I402G

673257

1.3.3.5

24.22

-

recombinant enzyme

673257

2.4.1.17

0.004

-

pH 7.5, 37°C, recombinant UGT1A1

673288

2.4.1.17

0.0062

-

pH 7.5, 37°C, liver UGT1A1

673288

2.4.1.17

0.0137

-

conversion to bilirubin monoglucuronide

488700

2.4.1.17

0.014

-

apparent Km for UGT1.1

488780

2.4.1.17

0.0193

-

conversion to bilirubin diglucuronide

488700

2.4.1.17

0.024

-

apparent Km for UGT1A1

488790

2.4.1.17

0.04

-

apparent Km for microsomal preparation

488797

2.4.1.17

0.064

-

2.35 mM UDPglucuronate added

488720

7.2.2.2

0.0000168

-

in vesicles

289188

7.2.2.2

0.0000237

-

in vacuoles

289188

1.3.3.5

24 entries

2.4.1.17

8 entries

7.2.2.2

2 entries

K_i Value (8 results)

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Show KI Value (8 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.3.1.24

0.0026

-

0.01 mM NADPH as substrate

437792

1.3.1.24

0.0098

-

at pH 7

437796

1.3.1.24

0.0117

-

0.1 mM biliverdin as substrate

437792

1.3.3.4

0.025

-

-

390994, 390995

1.3.3.4

4.4

-

-

391011

2.4.1.17

0.0005

-

isozyme UGT1A1

691934

2.4.1.17

0.28

-

-

488772

1.3.1.24

3 entries

1.3.3.4

2 entries

2.4.1.17

2 entries

2.5.1.18

0.0056

0.011

-

637924

IC₅₀ Value (8 results)

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Show IC50 Value (8 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

2.4.1.17

0.054

-

strongly inhibits EAG1 (I50: 0.054 mM)

673305

2.4.1.17

0.075

-

strongly inhibits the formation of etoposide phenolic glucuronide (IC50: 0.075 mM)

673305

2.4.1.17

0.0811

-

tranilast glucuronosyltransferase activity, activity in human jejunum microsomes is strongly inhibited (IC50: 0.0811 mM)

673306

2.4.1.17

0.14

-

significantly inhibits the formation of etoposide alcoholic glucuronide EAG2 (IC50: 0.140 mM)

673305

2.5.1.18

0.009

-

-

684236

2.5.1.18

0.165

-

pH 6.5, 25°C, recombinant cytosolic isozyme

701576

2.5.1.18

0.442

-

-

684236

2.4.1.17

4 entries

2.5.1.18

3 entries

3.4.22.B69

0.003

-

at pH 5.5 and 37°C

731224

References & Links

Literature References (146)

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Show Reference (146 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

37431

6354270

pH Dependence of the inhibition of yeast glyoxalase I by porphyrins

1983

Douglas, K.T.; Sharif, J.G.

Biochim. Biophys. Acta

748

184-193

286760

6177694

Specific site inhibitors of NAD-specific isocitrate dehydrogenase from bovine heart

1981

Gabriel, J.L.; Plaut, G.W.E.

J. Biol. Chem.

257

8021-8029

289188

10790694

The products of YCF1 and YLL015w (BPT1) cooperate for the ATP-dependent vacuolar transport of unconjugated bilirubin in Saccharomyces cerevisiae

2000

Petrovic, S.; Pascolo, L.; Gallo, R.; Cupelli, F.; Ostrow, J.D.; Goffeau, A.; Tiribelli, C.; Bruschi, C.V.

Yeast

16

561-571

390994

2451512

Mouse protoporphyrinogen oxidase. Kinetic parameters and demonstration of inhibition by bilirubin

1988

Ferreira, G.C.; Dailey, H.A.

Biochem. J.

250

597-603

390995

3346226

Organization of the terminal two enzymes of the heme biosynthetic pathway. Orientation of protoporphyrinogen oxidase and evidence for a membrane complex

1988

Ferreira, G.C.; Andrew, T.L.; Karr, S.W.; Dailey, H.A.

J. Biol. Chem.

263

3835-3839

391011

9784236

Purification of and kinetic studies on a cloned protoporphyrinogen oxidase from the aerobic bacterium Bacillus subtilis

1998

Corrigall, A.V.; Siziba, K.B.; Maneli, M.H.; Shephard, E.G.; Ziman, M.; Dailey, T.A.; Dailey, H.A.; Kirsch, R.E.; Meissner, P.N.

Arch. Biochem. Biophys.

358

251-256

391018

-

Isolation and identification of a microorganism producing bilirubin oxidase

1982

Murao, S.; Tanaka, N.

Agric. Biol. Chem.

46

2031-2034

391019

-

Purification and some properties of bilirubin oxidase of Myrotheticum verrucaria MT-1

1982

Tanaka, N.; Murao, S.

Agric. Biol. Chem.

46

2499-2503

391020

3814617

Enzymatic oxidation of bilirubin by intestinal mucosa

1987

Yokosuka, O.; Billing, B.

Biochim. Biophys. Acta

923

268-274

391021

2606913

Characterization of copper atoms in bilirubin oxidase by spectroscopic analyses

1989

Gotoh, Y.; Kondo, Y.; Kaji, H.; Takeda, A.; Samejima, T.

J. Biochem.

106

621-626

391022

18553870

An immobilized enzyme reactor for the detoxification of bilirubin

1986

Sung, C.; Lavin, A.; Klibanov, A.M.; Langer, R.

Biotechnol. Bioeng.

28

1531-1539

391023

3790083

Enzymic oxidation of unconjugated bilirubin by rat liver

1986

Cardenas-Vazquez, R.; Yokosuka, O.; Billing, B.H.

Biochem. J.

236

625-633

391024

-

A new enzyme "bilirubin oxidase" produced by Myrotheticum verrucaria MT-1

1981

Murao, S.; Tanaka, N.

Agric. Biol. Chem.

45

2383-2384

391025

-

Difference between various copper-containing enzymes (Polyporus laccase, mushroom tyrosinase and cucumber ascorbate oxidase) and bilirubin oxidase

1983

Tanaka, N.; Murao, S.

Agric. Biol. Chem.

47

1627-1628

391026

18609637

Factors affecting enzyme characteristics of bilirubin oxidase suspensions in organic solvents

1993

Skrika-Alexopoulos, E.; Freedman, R.B.

Biotechnol. Bioeng.

41

887-893

391033

100187225

Improved properties of bilirubin oxidase by entrapment in alginate-silicate sol-gel matrix

1998

Chen, J.P.; Wang, H.Y.

Biotechnol. Tech.

12

851-853

391037

10902860

Effects of bilirubin and its photoisomers on direct bilirubin measurement using bilirubin oxidase

2000

Itoh, S.; Kusaka, T.; Imai, T.; Isobe, K.; Onishi, S.

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Conversion of biliverdin to bilirubin by biliverdin reductase contributes to endothelial cell protection by heme oxygenase-1-evidence for direct and indirect antioxidant actions of bilirubin

2010

Jansen, T.; Hortmann, M.; Oelze, M.; Opitz, B.; Steven, S.; Schell, R.; Knorr, M.; Karbach, S.; Schuhmacher, S.; Wenzel, P.; Muenzel, T.; Daiber, A.

J. Mol. Cell. Cardiol.

49

186-195

712814

19818102

Bilirubin selectively inhibits cytochrome c oxidase activity and induces apoptosis in immature cortical neurons: assessment of the protective effects of glycoursodeoxycholic acid

2010

Vaz, A.R.; Delgado-Esteban, M.; Brito, M.A.; Bolanos, J.P.; Brites, D.; Almeida, A.

J. Neurochem.

112

56-65

719760

20435641

Ligand orientation governs conjugation capacity of UDP-glucuronosyltransferase 1A1

2010

Takaoka, Y.; Ohta, M.; Takeuchi, A.; Miura, K.; Matsuo, M.; Sakaeda, T.; Sugano, A.; Nishio, H.

J. Biochem.

148

25-28

724075

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Bilirubin oxidase from Magnaporthe oryzae: an attractive new enzyme for biotechnological applications

2012

Durand, F.; Gounel, S.; Kjaergaard, C.H.; Solomon, E.I.; Mano, N.

Appl. Microbiol. Biotechnol.

96

1489-1498

724076

22878843

Features and applications of bilirubin oxidases

2012

Mano, N.

Appl. Microbiol. Biotechnol.

96

301-307

724607

22410485

Bilirubin oxidase from Bacillus pumilus: a promising enzyme for the elaboration of efficient cathodes in biofuel cells

2012

Durand, F.; Kjaergaard, C.H.; Suraniti, E.; Gounel, S.; Hadt, R.G.; Solomon, E.I.; Mano, N.

Biosens. Bioelectron.

35

140-146

724924

21099244

Biliverdin reductase A in the prevention of cellular senescence against oxidative stress

2011

Kim, S.Y.; Kang, H.T.; Choi, H.R.; Park, S.C.

Exp. Mol. Med.

43

15-23

725086

22862914

Purification, characterization and decolorization of bilirubin oxidase from Myrothecium verrucaria 3.2190

2012

Han, X.; Zhao, M.; Lu, L.; Liu, Y.

Fungal Biol.

116

863-871

726713

19966030

LccA, an archaeal laccase secreted as a highly stable glycoprotein into the extracellular medium by Haloferax volcanii

2010

Uthandi, S.; Saad, B.; Humbard, M.A.; Maupin-Furlow, J.A.

Appl. Environ. Microbiol.

76

733-743

731224

25791019

Allosteric regulation of the Plasmodium falciparum cysteine protease falcipain-2 by heme

2015

Marques, A.F.; Gomes, P.S.; Oliveira, P.L.; Rosenthal, P.J.; Pascutti, P.G.; Lima, L.M.

Arch. Biochem. Biophys.

573

92-99

735649

25937523

Roles of human UDP-glucuronosyltransferases in clearance and homeostasis of endogenous substrates, and functional implications

2015

Bock, K.W.

Biochem. Pharmacol.

96

77-82

736010

25301937

Dog UDP-glucuronosyltransferase enzymes of subfamily 1A: cloning, expression, and activity

2015

Troberg, J.; Jaervinen, E.; Muniz, M.; Sneitz, N.; Mosorin, J.; Hagstroem, M.; Finel, M.

Drug Metab. Dispos.

43

107-118

737232

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A highly selective probe for UDP-glucuronosyltransferase 2B7 (UGT2B7) in human microsomes: Isoform specificity, kinetic characterization, and applications

2015

Tian, X.; Wang, C.; Ge, G.; Ning, J.; Ai, C.; Hong, J.; Cai, Y.; Huo, X.; Hou, J.; Liu, K.; Sun, H.; Ma, X.

RSC Adv.

5

5924-5927

746191

26196288

Bilirubin oxidase from Myrothecium verrucaria physically absorbed on graphite electrodes. Insights into the alternative resting form and the sources of activity loss

2015

Tasca, F.; Farias, D.; Castro, C.; Acuna-Rougier, C.; Antiochia, R.

PLoS ONE

10

e0132181

747619

29022498

ATP-binding cassette exporters structure and mechanism with a focus on P-glycoprotein and MRP1

2017

Arana, M.R.; Altenberg, G.

Curr. Med. Chem.

25

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756805

27899892

Age-dependent hepatic UDP-glucuronosyltransferase gene expression and activity in children

2016

Neumann, E.; Mehboob, H.; Ramírez, J.; Mirkov, S.; Zhang, M.; Liu, W.

Front. Pharmacol.

7

437

763307

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Human biliverdin reductase regulates the molecular mechanism underlying cancer development

2018

Zhang, M.; Xin, W.; Yi, Z.; Li, Y.; Liu, Y.; Zhang, H.; Chen, H.; Chen, X.; Tan, S.; Zhu, D.

J. Cell. Biochem.

119

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764077

31679691

Roles of the indole ring of Trp396 covalently bound with the imidazole ring of His398 coordinated to type I copper in bilirubin oxidase

2020

Kataoka, K.; Ito, T.; Okuda, Y.; Sakai, Y.; Yamashita, S.; Sakurai, T.

Biochem. Biophys. Res. Commun.

521

620-624

764326

30274547

From fundamentals to applications of bioelectrocatalysis bioelectrocatalytic reactions of FAD-dependent glucose dehydrogenase and bilirubin oxidase

2019

Tsujimura, S.

Biosci. Biotechnol. Biochem.

83

39-48

764333

32829175

Bilirubin oxidase oriented on novel type three-dimensional biocathodes with reduced graphene aggregation for biocathode

2020

Tang, J.; Yan, X.; Huang, W.; Engelbrekt, C.; Duus, J.O.; Ulstrup, J.; Xiao, X.; Zhang, J.

Biosens. Bioelectron.

167

112500

764462

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Oxygen reduction reaction activity and stability of electrochemically deposited bilirubin oxidase

2018

Takimoto, D.; Tsujimura, S.

Chem. Lett.

47

1269-1271

764493

30156345

Redox potential-dependent formation of an unusual His-Trp bond in bilirubin oxidase

2018

Akter, M.; Tokiwa, T.; Shoji, M.; Nishikawa, K.; Shigeta, Y.; Sakurai, T.; Higuchi, Y.; Kataoka, K.; Shibata, N.

Chemistry

24

18052-18058

764594

30396402

Bilirubin oxidase-based silica macrocellular robust catalyst for on line dyes degradation

2019

Roucher, A.; Roussarie, E.; Gauvin, R.M.; Rouhana, J.; Gounel, S.; Stines-Chaumeil, C.; Mano, N.; Backov, R.

Enzyme Microb. Technol.

120

77-83

764609

33375976

Synthesis, characterization and immobilization of bilirubin oxidase nanoparticles (BOxNPs) with enhanced activity Application for serum bilirubin determination in jaundice patients

2021

Rawal, R.; Kharangarh, P.R.; Dawra, S.; Bhardwaj, P.

Enzyme Microb. Technol.

143

109716

764967

29088534

Redox-active glyconanoparticles as electron shuttles for mediated electron transfer with bilirubin oxidase in solution

2017

Gross, A.J.; Chen, X.; Giroud, F.; Travelet, C.; Borsali, R.; Cosnier, S.

J. Am. Chem. Soc.

139

16076-16079

765172

29491248

Improvement of bilirubin oxidase productivity of Myrothecium verrucaria and studies on the enzyme overproduced by the mutant strain in the solid-state fermentation

2018

Bayineni, V.K.; Suresh, S.; Sharma, A.; Kadeppagari, R.K.

J. Gen. Appl. Microbiol.

64

68-75

765424

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Structural changes of the trinuclear copper center in bilirubin oxidase upon reduction

2018

Tokiwa, T.; Shoji, M.; Sladek, V.; Shibata, N.; Higuchi, Y.; Kataoka, K.; Sakurai, T.; Shigeta, Y.; Misaizu, F.

Molecules

24

76

765695

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Biochemical insights into a novel thermo/organo tolerant bilirubin oxidase from Thermosediminibacter oceani and its application in dye decolorization

2020

Sadeghian, I.; Rezaie, Z.; Rahmatabadi, S.; Hemmati, S.

Process Biochem.

88

38-50

765810

30397324

Fabrication of highly effective hybrid biofuel cell based on integral colloidal platinum and bilirubin oxidase on gold support

2018

Hasan, M.Q.; Kuis, R.; Narayanan, J.S.; Slaughter, G.

Sci. Rep.

8

16351

765821

31548583

Trp-His covalent adduct in bilirubin oxidase is crucial for effective bilirubin binding but has a minor role in electron transfer

2019

Koval, T.; Svecova, L.; Ostergaard, L.H.; Skalova, T.; Duskova, J.; Hasek, J.; Kolenko, P.; Fejfarova, K.; Stransky, J.; Trundova, M.; Dohnalek, J.

Sci. Rep.

9

13700

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