Ligand Cholesterol sulfate

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Basic Ligand Information

Molecular Structure
Picture of Cholesterol sulfate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C27H46O4S
Cholesterol sulfate
BHYOQNUELFTYRT-DPAQBDIFSA-M
Synonyms:
cholesteryl sulfate
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
cholesterol sulfate + H2O = cholesterol + sulfate
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Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
cholesterol sulfate + reduced adrenodoxin + O2 = pregnenolone sulfate + 17-hydroxy-pregnenolone + dehydroisoandrosterone sulfate + oxidized adrenodoxin + H2O
-
show the reaction diagram
cholesterol sulfate + H2O = cholesterol + sulfate
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Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
3'-phosphoadenylylsulfate + cholesterol = adenosine 3',5'-bisphosphate + cholesterol sulfate
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Activator in Enzyme-catalyzed Reactions (1 result)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
selectively alters substrate preference of matrix metalloproteinase-7 and promotes degradations of pericellular laminin-332 and fibronectin. Degradation of laminin-332 (laminin-5) catalyzed by MMP-7 is accelerated dramatically in the presence of cholesterol sulfate, whereas the sulfated lipid inhibits the degradation of casein catalyzed by the protease. Cholesterol sulfate facilitates the proteolyses by cross-linking MMP-7 to its substrates, mechanism, overview

Inhibitor in Enzyme-catalyzed Reactions (6 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
inhibition above 0.005 mM, mitochondrial
-
from human gastric fluid, the sulfate group and the hydrophobic side chain of cholesterol sulfate are indispensable for the inhibitory effect, irreversible, dependent on bile acids, a ratio of 342:1 of bile acids to cholesterol sulfate is required for complete inhibition
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0.001 mg elastase in 0.09 ml of 50 mM HEPES buffer at pH 7.5 with 0.01 mg inhibitor in 0.01 ml DMSO at 37° for 30 min
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reduces plasmin activity in a dose-dependent manner
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associates with the enzyme st the cell surface and modulates the substrate preference of the enzyme, 20% inhibition
non-competitive inhibition, decreases the enzyme's thermostability, inhibition mechanism, overview

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (3 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
cytosolic
0.0232
-
mitochondrial
0.0003
-
pH 6.4, 37°C
0.0067
-

Ki Value (1 result)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
pH 7.5, 25°C
0.011
-

References & Links

Links to other databases for Cholesterol sulfate

ChEBI
PubChem
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PubChem