Fmoc-D-Kyn(CHO)-OH

Nom chimique: N-alpha-(9-Fluorenylmethyloxycarbonyl)-beta-anthraniloyl-(2-formamido)-D-alanine // Synonymes: (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(2-formamidophenyl)-4-oxobutanoic acid, Fmoc-Kyn(CHO)-OH, Fmoc-D-Kynurenine(CHO)-OH

  • n° Art.:FAA8785
  • Formule:C26H22N2O6
  • Storage temperature:2-8°C
  • Masse moléculaire:458,47 g/mol

from 850,00 €

Grouped product items
Nombre Unité de vente Prix SKU Disponibilité
500 mg
850,00 €
FAA8785.0500
sur demande
description

The non-proteinogenic amino acid Kynurenine (Kyn) is a known oxidation product of tryptophan. In cells, this process may be caused by reactive oxygen species (ROS). Such changes can lead to altered protein structure and function causing either degradation or accumulation/aggregation linked to the pathogenesis of several diseases. Our Fmoc-protected Kyn allows to synthesize model peptides for functional and structural studies.


Besides, Kyn is also part of Daptomycin (trade name Cubicin), an effective lipopeptide for the treatment of infections caused by antibiotic-resistant gram-positive pathogens.


references

Effective synthesis of kynurenine-containing peptides via on-resin ozonolysis of tryptophan residues: synthesis of cyclomontanin B; C. T. T. Wong, H. Y. Lam, X. Li; Org. Biomol. Chem. 2013; 11: 7616-7620. https://doi.org/10.1039/C3OB41631C.


Total Synthesis of Daptomycin by Cyclization via Chemoselective Serine Ligation; H. Y. Lam, Y. Zhang, H. Liu, J. Xu, C. T. T. Wong, C. Xu, X. Li; J. Am. Chem. Soc. 2013; 135(16): 6272-6270. https://doi.org/10.1021/ja4012468.


Synthesis of peptides containing 5‐hydroxytryptophan, oxindolylalanine, N‐formylkynurenine and kynurenine; T. Todorovski, M. Fedorova, L. Hennig, R. Hoffmann; J. Pept. Sci. 2011; 17: 256-262. https://doi.org/10.1002/psc.1322.


Mass spectrometric characterization of peptides containing different oxidized tryptophan residues; T. Todorovski, M. Fedorova, R. Hoffmann; J. Mass. Spectrom. 2011; 46: 1030-1038. https://doi.org/10.1002/jms.1984.

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