Synonym
3-Hydroxy-kynurenine; 3-Hydroxy-DL-kynurenine; 3-Hydroxykynurenine; DL-3-Hydroxykynurenine; Hydroxykynurenine;
IUPAC/Chemical Name
2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
InChi Key
VCKPUUFAIGNJHC-UHFFFAOYSA-N
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)
SMILES Code
O=C(O)C(N)CC(C1=CC=CC(O)=C1N)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
224.22
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Knubel CP, Martínez FF, Acosta Rodríguez EV, Altamirano A, Rivarola HW, Diaz Luján C, Fretes RE, Cervi L, Motrán CC. 3-Hydroxy kynurenine treatment controls T. cruzi replication and the inflammatory pathology preventing the clinical symptoms of chronic Chagas disease. PLoS One. 2011;6(10):e26550. doi: 10.1371/journal.pone.0026550. Epub 2011 Oct 19. PMID: 22028903; PMCID: PMC3197528.
2: Hood BD, Garner B, Truscott RJ. Human lens coloration and aging. Evidence for crystallin modification by the major ultraviolet filter, 3-hydroxy-kynurenine O-beta-D-glucoside. J Biol Chem. 1999 Nov 12;274(46):32547-50. doi: 10.1074/jbc.274.46.32547. PMID: 10551806.
3: Watanabe M, Takahashi T, Yoshida M, Suzuki M, Muramatsu S. Relationship between tryptophan intake and urinary excretion of 3-hydroxy-kynurenine, 3-hydroxyanthranilic acid, xanthurenic acid and kynurenic acid. J Nutr Sci Vitaminol (Tokyo). 1979;25(2):115-22. doi: 10.3177/jnsv.25.115. PMID: 479960.
4: Linzen B, Ishiguro I. 3-Hydroxy-kynurenin bei Bombyx mori rb--Ein neuer Tryptophanmetabolit: 3-Hydroxy-kynurenin-glucosid [3-Hydroxy-kynurenine in Bombyx mori rb--a new tryptophan metabolite: 3-hydroxy-kynurenine glucoside]. Z Naturforsch B. 1966 Feb;21(2):132-7. German. PMID: 4383175.
5: LINZEN B. EINE SPEZIFISCHE QUANTITATIVE BESTIMMUNG DES 3-HYDROXY-KYNURENINS. 3-HYDROXY- KYNURENIN UND XANTHOMMATIN IN DER IMAGINALENTWICKLUNG VON CALLIPHORA [A SPECIFIC QUANTITATIVE DETERMINATION OF 3-HYDROXYKYNURENINE. 3-HYDROXY- KYNURENINE AND XANTHOMMATIN IN THE IMAGO DEVELOPMENT OF CALLIPHORA]. Hoppe Seylers Z Physiol Chem. 1963;333:145-8. German. doi: 10.1515/bchm2.1963.333.1.145. PMID: 14058276.
6: MAKINO K, SATOH K, FUJIKI T, KAWAGUCHI K. Relation of 3-hydroxy-kynurenine to the Ehrlich diazo reaction of urine in severe tuberculosis. Nature. 1952 Dec 6;170(4336):977-8. doi: 10.1038/170977a0. PMID: 13013281.
