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484-78-6

484-78-6 Structure

484-78-6 Structure
IdentificationBack Directory
[Name]

2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
[CAS]

484-78-6
[Synonyms]

NSC 96400
Paralysin II
3-hydroxykynurenine
rac 3-Hydroxy Kynurenine
13C6]-3-hydroxykynurenine
REF DUPL: DL-3-Hydroxykynurenine
3-(3-Hydroxyanthraniloyl)alanine
Benzenebutanoic acid, α,2-diamino-3-hydroxy-γ-oxo-
2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
REF DUPL: 2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
3-Hydroxy-DL-kynurenine,rac 3-Hydroxy Kynurenine Hydrochloride Salt
[Molecular Formula]

C10H12N2O4
[MOL File]

484-78-6.mol
[Molecular Weight]

224.21
Chemical PropertiesBack Directory
[Melting point ]

213 °C (decomp)
[Boiling point ]

365.61°C (rough estimate)
[density ]

1.2995 (rough estimate)
[refractive index ]

1.6620 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMF: 0.5 mg/ml; DMSO: 1 mg/ml; Ethanol: 2 mg/ml; PBS (pH 7.2): 0.5 mg/ml
[form ]

A crystalline solid
[pka]

2.16±0.23(Predicted)
[color ]

Light yellow to yellow
[Stability:]

Hygroscopic
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

3-Hydroxy-DL-kynurenine has been used:
  • as a substrate for the recombinant human kynureninase assay
  • as a reference standard in tandem mass spectrometry (MS/MS) analysis
  • as a control for quantifying serum 3-Hydroxy-DL-kynurenine levels in diabetic retinopathy patients

[Uses]

3-Hydroxy-DL-kynurenine is a tryptophan metabolite. Could be associated with symptoms in Parkinson''s disease.
[Uses]

3-Hydroxykynurenine is a metabolite of tryptophan. ential endogenous neurotoxin.
[Definition]

ChEBI: A hydroxykynurenine that is kynurenine substituted by a hydroxy group at position 3.
[General Description]

3-Hydroxy-DL-kynurenine is a tryptophan metabolite with a molecular weight corresponding to 224Da. It is a chromophore or hydrophilic yellow compound present in the lens of the eye. 3-Hydroxy-DL-kynurenine is synthesized from kynurenine?by the action of enzyme kynurenine 3-monooxygenase (KMO). It is metabolized to 3-hydroxyanthranilic acid and xanthurenic acid in the presence of enzymes kynureninase and kynurenine aminotransferases, respectively.
[Biochem/physiol Actions]

3-Hydroxy-DL-kynurenine (3-HKYN) has antioxidant functionality and prevents lipid peroxidation in cerebral cortex. It may modulate synaptic neurotransmission. The levels of 3-HKYN is elevated in Huntington′s disease. However, its role in neurodegenerative diseases is still not understood well. Kynurenine metabolism is linked with glutamatergic neurotransmission and the level of 3-HKYN is linked to the pathophysiology of schizophrenia.
[in vivo]

3-Hydroxykynurenine administration (560 mg/kg IP on a daily basis on days 1 to 7, days 7 to 14, or days 1 to 14) results in significant prolongation of graft survival whether administered between days 1 to 7, days 7 to 14, or days 1 to 14[2].

Animal Model:BALB/c (H2d) mice[2]
Dosage:560 mg/kg
Administration:IP injection
Result:There was significant prolongation of graft survival in all treatment groups in comparison to the controls.
[IC 50]

Human Endogenous Metabolite
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