Ligand 2,3-Dimercaptopropanol

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Basic Ligand Information

Molecular Structure
Picture of 2,3-Dimercaptopropanol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H8OS2
2,3-Dimercaptopropanol
CCLJGZGVIQBNDH-HNNXBMFYSA-N
Synonyms:
1,2-dithioglycerol, 2',3'-dimercaptopropanol, 2,3-dimercapto-1-propanol, 2,3-Dimercaptopropan-1-ol, 2,3-dimercatopropan-1-ol, 2,3-disulfanylpropan-1-ol, 2,3-Dithiopropanol, BAL, dimercapto-1-propanol, Dimercaptopropanol

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2,3-dimercaptopropanol + protein disulfide = 2,3-dimercaptopropanol disulfide + protein-dithiol
show the reaction diagram
-
2,3-dimercaptopropanol + S-adenosyl-L-methionine = ? + S-adenosyl-L-homocysteine
show the reaction diagram
-
3'-phosphoadenylylsulfate + 2',3'-dimercaptopropanol = ?
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
poor activation
-
the most effective thiol
-
absolute requirement for a thiol, synthetase shows greatly dimished activity in absence
-
enhances activity
-
not as effective in activation as cysteine
-
activates
-
about half as effective as L-Cys
-

Inhibitor in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive
-
competitive inhibitor to glycerophosphate
-
56.3% inhibition at 0.01 mM
-
47% inhibition at 1 mM, 59% inhibition at 5 mM
-
2 mM, 93% inhibition
-
inhibition of prostaglandin G1 synthesis
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weak
-
bronchoalveolar lavage, 0.1 mM
-
cysteine and ZnCl2 protects. Dithiothreitol protects inhibition by 1 mM 2,3-dimercaptopropanol in a concentration dependent manner
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Enzyme Kinetic Parameters

KM Value (1 result)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.6
-
-

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.007
-
pH 9.9
0.012
-
at pH 7.0 and 37°C
0.0109
-
-

References & Links

Links to other databases for 2,3-Dimercaptopropanol

ChEBI
PubChem
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PubChem