An active metabolite of tryptophan
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3-hydroxy-DL-Kynurenine

Item No. 27778

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α,2-diamino-3-hydroxy-γ-oxo-benzenebutanoic acid
CAS Number
484-78-6
Synonyms
  • DL-3-Hydroxykynurenine
  • 3-Hydroxykynurenine
Molecular Formula
C10H12N2O4
Formula Weight
224.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.5 mg/mlDMSO: 1 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
236, 274, 379 nm
SMILES
OC1=CC=CC(C(CC(N)C(O)=O)=O)=C1N
InChi Code
InChI=1S/C10H12N2O4/c11-6(10(15)16)4-8(14)5-2-1-3-7(13)9(5)12/h1-3,6,13H,4,11-12H2,(H,15,16)
InChi Key
VCKPUUFAIGNJHC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    3-hydroxy-DL-Kynurenine is an active metabolite of tryptophan.1,2,3 It inhibits yeast and rat liver aldehyde dehydrogenase by 97 and 69%, respectively, when used at a concentration of 100 μM.1 3-hydroxy-DL-Kynurenine is active against methicillin-resistant S. aureus (MRSA), S. epidermidis, vancomycin-resistant E. faecalis (VRE), E. coli, multidrug-resistant P. aeruginosa (MDRP), and C. albicans (IC50s = 31.2, 39.2, 57.6, 24, 25.6, and 137.6 μg/ml, respectively).2 It increases intracellular NAD+ levels and extracellular lactate dehydrogenase (LDH) activity in human neurons and astrocytes in a concentration-dependent manner.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Badawy, A.A.-B., and Morgan, C.J. Tryptophan metabolites as potent inhibitors of aldehyde dehydrogenase activity and potential alcoholism-aversion therapeutic agents. Int. Congr. Ser. 1304, 344-351 (2007).

    2. Narui, K., Noguchi, N., Saito, A., et al. Anti-infectious activity of tryptophan metabolites in the L-tryptophan-L-kynurenine pathway. Biol. Pharm. Bull. 32(1), 41-44 (2009).

    3. Braidy, N., Grant, R., Brew, B.J., et al. Effects of kynurenine pathway metabolites on intracellular NAD+ synthesis and cell death in human primary astrocytes and neurons. Int. J. Tryptophan Res. 2, 61-69 (2009).