K3750
L-Kynurenine sulfate salt
≥98% (HPLC), suitable for ligand binding assays
Synonym(s):
β-Anthraniloyl-L-alanine, L-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid
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About This Item
Linear Formula:
C10H12N2O3 · H2SO4
CAS Number:
Molecular Weight:
306.29
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
L-Kynurenine sulfate salt, crystalline
Assay
≥98% (HPLC)
Quality Level
form
crystalline
technique(s)
ligand binding assay: suitable
color
light yellow
storage temp.
−20°C
SMILES string
OS(O)(=O)=O.N[C@@H](CC(=O)c1ccccc1N)C(O)=O
InChI
1S/C10H12N2O3.H2O4S/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15;1-5(2,3)4/h1-4,8H,5,11-12H2,(H,14,15);(H2,1,2,3,4)/t8-;/m0./s1
InChI key
KAXRWMOLNJZCEW-QRPNPIFTSA-N
Application
L-Kynurenine sulfate salt has been used as a substrate to study the enzyme activity of kynurenine aminotransferase. It has also been used in the synthesis of Kyn adducts of certain amino acids .
Biochem/physiol Actions
L-Kynurenine (L-Kyn) is a precursor of kynurenic acid which is the only recognized endogenous excitatory amino acid receptor antagonist in the central nervous system. L-Kyn is known to be a pigment generating component in animals. In mammals, it modulates the transmission of glutamate neurotransmitter. It is also considered to be a sex-attracting pheromone in vertebrates.
L-Kynurenine is a key intermediate in the breakdown of L-tryptophan and the formation of nicotinamide adenine dinucleotide (NAD+) via the kynurenine pathway. L-kynurenine is involved in a variety of neurological processes and diseases. L-kynurenine is a substrate for kynureninase/kynurenine hydrolase; kynurenine 3-monooxygenase and kynurenine-oxoglutarate transaminase.
Key intermediate in the breakdown pathway of tryptophan.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Neuroprotective effects of L-kynurenine on hypoxia-ischemia and NMDA lesions in neonatal rats.
Nozaki K and Beal MF
Journal of Cerebral Blood Flow and Metabolism, 12(3), 400-407 (1992)
K Nagy et al.
Bioorganic & medicinal chemistry, 19(24), 7590-7596 (2011-11-15)
The overactivation of excitatory amino acid receptors plays a key role in the pathomechanism of several neurodegenerative disorders and in ischemic and post-ischemic events. Kynurenic acid (KYNA) is an endogenous product of the tryptophan metabolism and, as a broad-spectrum antagonist
L-Kynurenine, an amino acid identified as a sex pheromone in the urine of ovulated female masu salmon.
Yambe H
Proceedings of the National Academy of Sciences of the USA, 103(42), 15370-15374 (2006)
Mitochondrial aspartate aminotransferase: a third kynurenate-producing enzyme in the mammalian brain.
Guidetti P
Journal of Neurochemistry, 102(1), 103-111 (2007)
Novel protein modification by kynurenine in human lenses.
Vazquez S
The Journal of Biological Chemistry, 277(7), 4867-4873 (2002)
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