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  • InChIKey
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• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
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Ligand cholestanol

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

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Show Natural Substrate (4 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.3.6

beta-cholestanol + O2 = ?

710959

-

1.14.19.20

5alpha-cholestan-3beta-ol + ferrocytochrome b5 + H+ + O2 = cholest-5-en-3beta-ol + ferricytochrome b5 + 2 H2O

697681

-

1.14.19.21

5alpha-cholestan-3beta-ol + O2 + NADH + H+ = 5alpha-cholest-7-en-3beta-ol + NAD+ + H2O

725923

-

1.14.19.21

5alpha-cholestan-3beta-ol + O2 + NADPH + H+ = 5alpha-cholest-7-en-3beta-ol + NADP+ + H2O

725923

-

1.14.19.21

2 entries

Substrate in Enzyme-catalyzed Reactions (16 results)

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Show Substrate (16 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.3.6

3-betacholestanol + O2 = ? + H2O2

742934

-

1.1.3.6

5alpha-cholestan-3beta-ol + O2 = 5alpha-cholestan-3-one + H2O2

287659, 287651, 287665, 287646, 723968

-

1.1.3.6

beta-cholestanol + O2 = ?

684653, 710959

-

1.1.3.6

cholestanol + O2 = ?

697915, 287670, 287674, 697914

-

1.1.3.6

dihydrocholesterol + O2 = 5alpha-cholestan-3-one + H2O2

287659, 657224, 656321, 655089, 656316

-

1.1.3.6

5 entries

1.14.14.23

5alpha-cholestan-3beta-ol + NADPH + O2 = 5alpha-cholestan-3beta,7alpha-diol + NADP+ + H2O

285307

-

1.14.19.20

5alpha-cholestan-3beta-ol + ferrocytochrome b5 + H+ + O2 = cholest-5-en-3beta-ol + ferricytochrome b5 + 2 H2O

697681

-

1.14.19.21

5alpha-cholestan-3beta-ol + O2 + NADH + H+ = 5alpha-cholest-7-en-3beta-ol + NAD+ + H2O

725923

-

1.14.19.21

5alpha-cholestan-3beta-ol + O2 + NADPH + H+ = 5alpha-cholest-7-en-3beta-ol + NADP+ + H2O

725923

-

1.14.19.21

cholestanol + O2 + NADPH + H+ = cholesta-5,7,22-trien-3beta-ol + NADP+ + H2O

725923

-

1.14.19.21

3 entries

1.14.99.B1

cholestanol + NADPH + H+ + O2 = 22-hydroxy-cholestanol + NADP+ + H2O

689528

-

2.3.1.26

oleoyl-CoA + cholestanol = CoA + cholestanyl oleate

486681, 486677

-

2.3.1.77

tripalmitoylglycerol + 5alpha-cholestan-3beta-ol = ?

487499

-

2.4.1.173

5alpha-cholestan-3beta-ol + UDP-glucose = ?

690224

-

2.4.1.173

5alpha-cholestan-3beta-ol + UDP-glucose = UDP + 3beta,5alpha-cholestan 3-beta-D-glucoside

671624

-

2.4.1.173

2 entries

2.4.1.193

UDPglucose + 5alpha-cholestan-3beta-ol = UDP + 5alpha-cholestan-3beta-ol 3-O-beta-D-glucoside

488872

-

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.270

cholestanone + NADPH = cholestanol + NADP+

286474

-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.3.6

-

287648

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (6 results)

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Show Turnover Number (6 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.3.6

37

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

37

-

H2O2 production assayed, 100 mM phosphate buffer

287674

1.1.3.6

37

-

substrate cholestanol, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

40

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

40

-

H2O2 production assayed, 100 mM phosphate buffer

287674

1.1.3.6

40

-

substrate cholestanol, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

6 entries

K_M Value (8 results)

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Show KM Value (8 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.3.6

0.0023

-

-

287651, 287665

1.1.3.6

0.02

-

-

287674

1.1.3.6

0.2

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

0.2

-

substrate cholestanol, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

0.7

-

-

287674

1.1.3.6

0.7

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

0.7

-

substrate cholestanol, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

7 entries

2.4.1.173

0.063

-

-

671624

References & Links

Literature References (28)

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Show Reference (28 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

285307

3584134

Purification and characterization of cholesterol 7alpha-hydroxylase from rat liver microsomes

1987

Ogishima, T.; Deguchi, S.; Okuda, K.

J. Biol. Chem.

262

7646-7650

286474

8031136

Plant sterol biosynthesis: identification of a NADPH dependent sterone reductase involved in sterol-4 demethylation

1994

Pascal, S.; Taton, M.; Rahier, A.

Arch. Biochem. Biophys.

312

260-271

287646

-

Properties of crystalline 3beta-hydroxysteroid oxidase of Brevibacterium sterolicum

1974

Uwajima, T.; Yagi, H.; Terado, O.

Agric. Biol. Chem.

38

1149-1156

287648

956143

Some enzymatic properties of 3beta-hydroxysteroid oxidase produced by Streptomyces violascens

1976

Tomioka, H.; Kagawa, M.; Nakamura, S.

J. Biochem.

79

903-915

287651

1193264

Studies of the substrate specificity of cholesterol oxidase from Nocardia erythropolis in the oxidation of 3-hydroxy steroids

1975

Smith, A.G.; Brooks, C.J.W.

Biochem. Soc. Trans.

3

675-677

287659

-

Purification and characterization of cholesterol oxidase from Pseudomonas sp. and taxonomic study of the strain

1989

Lee, S.; Rhee, H.; Tae, W.; Shin, J.; Park, B.

Appl. Microbiol. Biotechnol.

31

542-546

287665

790024

Cholesterol oxidases: properties and applications

1976

Smith, A.G.; Brooks, C.J.W.

J. Steroid Biochem.

7

705-713

287670

9428686

Characterization of cholesterol oxidase from Streptomyces hygroscopicus and Brevibacterium sterolicum

1997

Gadda, G.; Wels, G.; Pollegioni, L.; Zucchelli, S.; Amrosius, D.; Pilone, M.S.; Ghisla, S.

Eur. J. Biochem.

250

369-376

287674

10447682

Kinetic mechanisms of cholesterol oxidase from Streptomyces hygroscopicus and Brevibacterium sterolicum

1999

Pollegioni, L.; Wels, G.; Pilone, M.S.; Ghisla, S.

Eur. J. Biochem.

264

140-151

486677

-

Acyl coenzyme A:cholesterol O-acyltransferase

1983

Chang, T.Y.; Doolittle, G.M.

The Enzymes, 3rd Ed. (Boyer, P. D. , ed. )

16

523-539

486681

7119575

The sterol substrate specificity of acyl CoA:cholesterol acyltransferase from rat liver

1982

Tavani, D.M.; Nes, W.R.; Billheimer, J.T.

J. Lipid Res.

23

774-781

487499

-

Partial purification and specificity of triacylglycerol: sterol acyltransferase from Sinapsis alba

1981

Zimowski, J.; Wojciechowski, Z.A.

Phytochemistry

20

1799-1803

488872

-

The occurence of UDPG-dependent glucosyltransferase specific for sarsasapogenin in Asparagus officinalis

1988

Paczkowski, C.; Wojciechowski, Z.A.

Phytochemistry

27

2743-2747

655089

100150955

Two novel extracellular cholesterol oxidases of Bacillus sp. isolated from fermented flatfish

2002

Rhee, C.H.; Kim, K.P.; Park, H.D.

Biotechnol. Lett.

24

1385-1389

656316

16233402

Purification and some properties of cholesterol oxidase stable in detergents from gamma-Proteobacterium Y-134

2003

Isobe, K.; Shoji, K.; Nakanishi, Y.; Yokoe, M.; Wakao, N.

J. Biosci. Bioeng.

95

257-263

656321

16233518

The second cholesterol oxidase produced by gamma-Proteobacterium Y-134

2003

Isobe, K.; Mori, N.; Wakao, N.

J. Biosci. Bioeng.

96

257-261

657224

12082166

Alteration of substrate specificity of cholesterol oxidase from Streptomyces sp. by site-directed mutagenesis

2002

Toyama, M.; Yamashita, M.; Yoneda, M.; Zaborowski, A.; Nagato, M.; Ono, H.; Hirayama, N.; Murooka, Y.

Protein Eng.

15

477-484

671624

17324374

Molecular cloning and characterization of one member of 3beta-hydroxy sterol glucosyltransferase gene family in Withania somnifera

2007

Sharma, L.K.; Madina, B.R.; Chaturvedi, P.; Sangwan, R.S.; Tuli, R.

Arch. Biochem. Biophys.

460

48-55

684653

18512056

Purification and characterization of Chromobacterium sp. DS-1 cholesterol oxidase with thermal, organic solvent, and detergent tolerance

2008

Doukyu, N.; Shibata, K.; Ogino, H.; Sagermann, M.

Appl. Microbiol. Biotechnol.

80

59-70

689528

16460510

Arabidopsis CYP90B1 catalyses the early C-22 hydroxylation of C27, C28 and C29 sterols

2006

Fujita, S.; Ohnishi, T.; Watanabe, B.; Yokota, T.; Takatsuto, S.; Fujioka, S.; Yoshida, S.; Sakata, K.; Mizutani, M.

Plant J.

45

765-774

690224

18196184

Metabolism of conjugated sterols in eggplant. Part 1. UDP-glucose:sterol glucosyltransferase

2008

Potocka, A.; Zimowski, J.

Acta Biochim. Pol.

55

127-134

697681

19525418

C-5(6) sterol desaturase from Tetrahymena thermophila: Gene identification and knockout, sequence analysis, and comparison to other C-5(6) sterol desaturases

2009

Nusblat, A.D.; Najle, S.R.; Tomazic, M.L.; Uttaro, A.D.; Nudel, C.B.

Eukaryot. Cell

8

1287-1297

697914

19843169

Cholesterol oxidase: biochemistry and structural features

2009

Vrielink, A.; Ghisla, S.

FEBS J.

276

6826-6843

697915

19843167

Cholesterol oxidase: biotechnological applications

2009

Pollegioni, L.; Piubelli, L.; Molla, G.

FEBS J.

276

6857-6870

710959

19495743

Characteristics and biotechnological applications of microbial cholesterol oxidases

2009

Doukyu, N.

Appl. Microbiol. Biotechnol.

83

825-837

723968

21909628

Purification and characterization of the enzyme cholesterol oxidase from a new isolate of Streptomyces sp.

2011

Praveen, V.; Srivastava, A.; Tripathi, C.K.

Appl. Biochem. Biotechnol.

165

1414-1426

725923

23603937

The sterol-C7 desaturase from the ciliate Tetrahymena thermophila is a Rieske oxygenase, which is highly conserved in animals

2013

Najle, S.R.; Nusblat, A.D.; Nudel, C.B.; Uttaro, A.D.

Mol. Biol. Evol.

30

1630-1643

742934

25573142

Cholesterol oxidase with high catalytic activity from Pseudomonas aeruginosa Screening, molecular genetic analysis, expression and characterization

2015

Doukyu, N.; Nihei, S.

J. Biosci. Bioeng.

120

24-30

Links to other databases for cholestanol

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Show Links (1 entry)

ChEBI

PubChem

-