Ligand cysteamine

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Basic Ligand Information

Molecular Structure
Picture of cysteamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C2H7NS
cysteamine
UFULAYFCSOUIOV-UHFFFAOYSA-N
Synonyms:
2-amino-ethanethiol, 2-aminoethanethiol, 2-mercaptoethylamine, 3-mercaptoethylamine, beta-mercaptoethanolamine, beta-mercaptoethylamine, Mercaptoethanolamine, mercaptoethylamine, thioethanolamine
Pathway Source
Pathways

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cysteamine + NADPH + O2 = cysteamine N-oxide + NADP+ + H2O
show the reaction diagram
-
acetyl-CoA + thioethanolamine = CoA + S-acetylthioethanolamine
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cysteamine + O2 = ?
show the reaction diagram
-
cysteamine + NADPH + H+ + O2 = cysteamine N-oxide + NADP+ + H2O
show the reaction diagram
-
cysteamine + NADPH + H+ + O2 = ?
show the reaction diagram
-
cysteamine + H2O + O2 = sulfanylacetaldehyde + NH3 + H2O2
show the reaction diagram
-
cysteamine + O2 = ? + H2O
show the reaction diagram
-
cysteamine + O2 = ?
show the reaction diagram
-
cysteamine + protein disulfide = ?
show the reaction diagram
-
acetyl-CoA + thioethanolamine = CoA + S-acetylthioethanolamine
show the reaction diagram
-
acetyl-CoA + cysteamine + H2O = ? + CoA
show the reaction diagram
-
O-acetyl-L-Ser + cysteamine = ?
show the reaction diagram
-
L-Cys + cysteamine = S-(2-amino-2-carboxyethyl)cysteine + ?
show the reaction diagram
-
Ile-tRNAIle + cysteamine = tRNAIle + isoleucylcysteamine
show the reaction diagram
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ATP + (R)-4'-phosphopantothenate + beta-mercaptoethylamine = phosphopantetheine + ADP + phosphate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
pantetheine + O2 = pantothenate + cysteamine
show the reaction diagram
-
-
thiolethanolamine-glutathione + GSH = thioethanolamine + GSSG
show the reaction diagram
-
-
cysteamine S-phosphate + H2O = cysteamine + phosphate
show the reaction diagram
-
-
cysteamine S-phosphate + H2O = cysteamine + phosphate
show the reaction diagram
-
-
S-(2-aminoethyl)-L-cysteine + H2O = NH3 + pyruvate + cysteamine
show the reaction diagram
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S-aminoethyl-L-cysteine + H2O = NH3 + pyruvate + cysteamine
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
increase of activity
-
30 mM, 93.8% activity compared to activation with dithiothreitol
-
5 mM, 5.6fold stimulation
-
stimulation
-
activation
-
strong activation of hydrolysis of insulin or albumin, at pH 4.0 and at pH 5.5
-
activates, best above 5 mM
-
activation
-
at pH 8.2-8.4 as effective as L-Cys
-
activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 3.93fold
-

Inhibitor in Enzyme-catalyzed Reactions (48 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive
-
significant only at pH 9.9
-
43% inhibition at 1.5 mM
-
reversible inhibition
-
rat enzyme inhibited to 50% at 0.128 mM, bovine and ovine enzyme not
-
slight
-
strong inhibition of formation of allyl isothiocyanate in presence of Fe2+ at pH 6.5 and at pH 5.0, little influence on glucose production from sinigrin
-
Zn2+ reverses, bovine serum albumin as substrate
-
inactivates enzyme irreversibly
-
5 mM, 55% inhibition
-
1 mM, 25% inhibition
-
inhibition of Cys-tRNAPro formation
-
-
-
weak
-

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

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (3 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.29
-
pH 8.0, 25°C
1.83
-
at pH 8.0 and 25°C
1.11
-
at pH 7.4, 37°C

KM Value (12 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
26
-
pH 8.0, 25°C
3.139
-
recombinant enzyme, in 80 mM PIPES buffer (pH 7.6), at 22°C
0.031
-
at pH 7.4, 37°C

Ki Value (11 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.5
-
-
0.147
-
pH 8.0, 37°C
0.005
-
-
2.4
-
pH 7.4, 38°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0125
-
in 100 mM potassium phosphate buffer, pH 7.2, at 30°C

References & Links

Links to other databases for cysteamine

ChEBI
PubChem
-
PubChem