Ligand L-threonine

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Basic Ligand Information

Molecular Structure
Picture of L-threonine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H9NO3
L-threonine
AYFVYJQAPQTCCC-GBXIJSLDSA-N
Synonyms:
L-Thr, L-threonine[side 2], Thr, threonine


Show all pahtways known for Show all BRENDA pathways known for L-threonine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-threonine + H2O + NAD+ = 3-hydroxy-2-oxobutyrate + NH3 + NADH + H+
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ATP + L-threonine = ADP + O-phospho-L-threonine
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L-Thr = glycine + acetaldehyde
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L-threonine + indole = (2S,3S)-beta-methyltryptophan + H2O
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L-threonine = alpha-ketobutyrate + NH3
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L-threonine = D-threonine
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ATP + 3-formyl-L-tyrosine + L-threonine = 3-formyl-L-tyrosyl-L-threonine + ADP + phosphate
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In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phospho-L-threonine + H2O = L-threonine + phosphate
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Thr-Leu + H2O = Thr + Leu
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Thr-Leu + H2O = Thr + Leu
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O-phospho-L-homoserine + H2O = L-threonine + phosphate
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Substrate in Enzyme-catalyzed Reactions (124 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-threonine + NAD+ = ?
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L-threonine + H2O + NAD+ = 3-hydroxy-2-oxopropanoate + NH3 + NADH
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L-Thr + pyruvate + NADH = ?
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L-Thr + pyruvate + NADH = ?
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L-Thr + pyruvate + NADH = N-[1-(R)-(Carboxy)ethyl]-(S)-Thr + NAD+
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acetyl-CoA + L-threonine = CoA + O-acetyl-L-threonine
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pyruvate + L-threonine = L-alanine + 3-hydroxy-2-oxobutanoate
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threonine + phenylpyruvate = 3-hydroxy-2-oxobutanoate + L-phenylalanine
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L-threonine + pyruvate = 3-hydroxy-2-oxobutanoate + L-alanine
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ATP + L-threonine = ADP + O-phospho-L-threonine
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diphosphate + L-threonine = phosphate + O-phospho-L-threonine
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L-Thr = glycine + acetaldehyde
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L-threonine = glycine + acetaldehyde
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L-threonine = glycine + acetaldehyde
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Thr + ? = 2-oxobutanoate + ?
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threonine = 2-oxobutyrate + NH3
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L-Thr = ?
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L-Thr = D-Thr
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ATP + L-threonine + tRNASer = AMP + diphosphate + L-threonyl-tRNASer
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ATP + L-threonine + tRNALys = AMP + L-threonyl-tRNALys + diphosphate
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ATP + UDP-N-acetylmuramate + L-Thr = ADP + phosphate + UDP-N-acetylmuramoyl-L-Thr
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2 ATP + 2 L-Val + L-Thr = 2 ADP + 2 phosphate + L-Val-L-Val-L-Thr
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ATP + 3-formyl-L-tyrosine + L-threonine = 3-formyl-L-tyrosyl-L-threonine + ADP + phosphate
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Product in Enzyme-catalyzed Reactions (69 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
O-phospho-L-threonine + H2O = L-threonine + phosphate
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L-threonine-phosphoethanolamine + H2O = L-threonine + ethanolamine phosphate
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Thr-2-naphthylamide + H2O = Thr + 2-naphthylamine
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Met-Thr + H2O = Met + Thr
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Thr-Leu + H2O = Thr + Leu
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L-Thr-7-amido-4-methylcoumarin + H2O = 7-amino-4-methylcoumarin + L-Thr
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L-Thr-Pro-7-amido-4-carbamoylmethylcoumarin + H2O = L-Thr + Pro-7-amido-4-carbamoylmethylcoumarin
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Thr-7-amido-4-methylcoumarin + H2O = Thr + 7-amino-4-methylcoumarin
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Thr-Leu + H2O = Thr + Leu
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Thr-Pro + H2O = Thr + Pro
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2-aminobenzoyl-Phe-Arg-Thr + H2O = 2-aminobenzoyl-Phe-Arg + Thr
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N-acetyl-Ala-Thr + H2O = N-acetyl-Ala + Thr
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beta-Asp-Thr + H2O = Asp + Thr
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Thr-Ser + H2O = Thr + Ser
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LTLRTKL + H2O = LTLR + Thr + Lys-Leu
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L-threonine amide + H2O = L-threonine + NH3
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jasmonoyl-L-threonine + H2O = jasmonic acid + L-threonine
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Nalpha-benzyloxycarbonyl-L-Thr + H2O = benzyl alcohol + CO2 + L-Thr
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N-carbamoyl-DL-threonine + H2O = L-threonine + CO2 + NH3
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L-trans-2-oxo-5-methyloxazolidine-4-carboxylate + H2O = L-threonine + ADP + phosphate
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glycine + acetaldehyde = L-threonine
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glycine + acetaldehyde = L-threonine
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D-threonine = L-threonine
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AMP + diphosphate + L-threonyl-tRNAThr = ATP + L-threonine + tRNAThr
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AMP + L-threonyl-tRNALys + diphosphate = ATP + L-threonine + tRNALys
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ATP + H2O + L-threonine-[L-threonine-binding protein][side 1] = ADP + phosphate + L-threonine[side 2] + [L-threonine-binding protein][side 1]
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Activator in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
2 mM, increases the expression level of CGS
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activation
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1 mM, relative activity 120%
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activates
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slight activation
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120% activity at 50 mM with D-methionine as substrate
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Inhibitor in Enzyme-catalyzed Reactions (78 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
5 mM, 6.6% inhibition
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competitive to L-serine
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1 mM, more than 80% reemaining activity
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fructose 1,6-diphosphate protects
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100 mM, weak inhibition
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27-34% inhibition of the reaction
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19% inhibition at 20 mM
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competitive inhibition, 10 mM
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weak
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less effective inhibitor, Ki-value above 150 mM
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89% residual activity at 5 mM with L-methionine as substrate
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (101 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.052
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at pH 7.5 and 28°C
0.013
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pH 8.0, 25°C
580
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pH 8.5, 30°C
0.14
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in 50 mM HEPES pH 7.0, 25 mM KCl, 20 mM MgCl2, temperature not specified in the publication
0.485
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pH not specified in the publication, temperature not specified in the publication
23.3
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KM Value (184 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
388
-
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7.4
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pyruvate and NADH as cosubstrates
1.18
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at pH 7.5 and 28°C
55
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pH 8.0, 25°C
0.00011
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pH 8.0, temperature not specified in the publication
29
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pH 8.5, 30°C
31
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2
3.4
in 50 mM HEPES pH 7.0, 25 mM KCl, 20 mM MgCl2, temperature not specified in the publication
0.3
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ATP-diphosphate exchange reaction, native wild-type enzyme, pH 7.5, 25°C
3.1
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pH not specified in the publication, temperature not specified in the publication
25
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Ki Value (16 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
160
240
pH 8.0, 25°C
50
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IC50 Value (9 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for L-threonine

ChEBI
PubChem
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PubChem