3-Hydroxykynurenine

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3-Hydroxykynurenine is a metabolite of tryptophan, which filters UV light in the human lens.[1] It is one of two pigments identified as responsible for the goldenrod crab spider's (Misumena vatia) yellow coloration.

3-Hydroxykynurenine
Skeletal formula of 3-hydroxykynurenine
Ball-and-stick model of the 3-hydroxykynurenine molecule as a zwitterion
Names
IUPAC name
2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
MeSH 3-hydroxykynurenine
UNII
  • 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) checkY
    Key: VCKPUUFAIGNJHC-UHFFFAOYSA-N checkY
  • InChI=1/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)
    Key: VCKPUUFAIGNJHC-UHFFFAOYAF
  • O=C(O)C(N)CC(=O)c1cccc(O)c1N
Properties
C10H12N2O4
Molar mass 224.21 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
The Kynurenine pathway, which connects quinolinic acid to tryptophan. The pathway is named for the first intermediate, kynurenine, which is a precursor to kynurenic acid and 3-hydroxykynurenine.[2]

References

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  1. ^ Malina, HZ; Martin, XD (1995). "Deamination of 3-hydroxykynurenine in bovine lenses: a possible mechanism of cataract formation in general". Graefes Arch Clin Exp Ophthalmol. 233 (1): 38–44. doi:10.1007/bf00177784. PMID 7721122. S2CID 25414197.
  2. ^ Schwarcz, Robert; John P. Bruno; Paul J. Muchowski; Hui-Qiu Wu (July 2012). "Kynurenines in the Mammalian Brain: When Physiology Meets Pathology". Nature Reviews Neuroscience. 13 (7): 465–477. doi:10.1038/nrn3257. PMC 3681811. PMID 22678511.

See also

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