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K3750

Sigma-Aldrich

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

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

Key intermediate in the breakdown pathway of tryptophan.
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.

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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Novel protein modification by kynurenine in human lenses.
Vazquez S
The Journal of Biological Chemistry, 277(7), 4867-4873 (2002)
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)
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
Imola Plangár et al.
Journal of Alzheimer's disease : JAD, 24 Suppl 2, 199-209 (2011-03-29)
Alzheimer's disease (AD) is a chronic neurodegenerative disorder associated with dementia as a main feature. Despite decades of thorough research in the field of AD, the pathomechanism is still not fully understood. The development of novel experimental models can help
Song Guo et al.
Cephalalgia : an international journal of headache, 31(9), 1029-1038 (2011-05-20)
In recent years the kynurenine family of compounds, metabolites of tryptophan, has become an area of intensive research because of its neuroactive properties. Two metabolites of this family have become of interest in relation to migraine and pain processing. Experimental

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