Ligand glycolithocholic acid

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Basic Ligand Information

Molecular Structure
Picture of glycolithocholic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C26H43NO4
glycolithocholic acid
XBSQTYHEGZTYJE-OETIFKLTSA-N
Synonyms:
glycine conjugated lithocholate, glycolithocholate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3'-phosphoadenylyl sulfate + glycolithocholate = adenosine 3',5'-bisphosphate + glycolithocholate 3-sulfate
show the reaction diagram
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glycolithocholic acid + H2O = lithocholate + glycine
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glycolithocholic acid + NAD(P)+ = N[3-oxo-5beta-cholan-24-oyl]glycine + NAD(P)H
show the reaction diagram
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glycolithocholic acid + NADP+ = N-[(5beta)-3,24-dioxocholan-24-yl]glycine + NADPH
show the reaction diagram
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glycolithocholic acid + NAD+ = 3-oxo-5beta-cholanoyl glycine + NADH
show the reaction diagram
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glycolithocholic acid + NAD(P)+ = 3-oxo-glycocholanoic acid + NAD(P)H
show the reaction diagram
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glycolithocholic acid + UDPglucuronate = UDP + glycolithocholic acid O-glucuronide
show the reaction diagram
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3'-phosphoadenylylsulfate + glycolithocholate = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
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3'-phosphoadenylyl 5'-phosphosulfate + glycolithocholate = adenosine 3',5'-bisphosphate + glycolithocholate 3-sulfate
show the reaction diagram
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glycolithocholic acid + H2O = lithocholate + glycine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
lithocholoyl-CoA + glycine = CoA + glycolithocholate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition with respect to geraniol
-
competitive, 50% inhibition at 0.04 mM
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.233
-
-
0.25
-
-

KM Value (10 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0004
-
cofactor NADP+
0.003
-
-

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0022
-
pH 6.5, 37°C
0.018
-
pH 7.0, 37°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00071
-
in 0.1 M potassium phosphate, pH 7.4, at 25°C

References & Links

Links to other databases for glycolithocholic acid

ChEBI
PubChem
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PubChem