Fmoc-L-Orn(Ac,OBz)-OH

Chemischer Name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-delta-acetyl-N-delta-benzoyloxy-L-ornithine // Synonyme: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-(N-(benzoyloxy)acetamido)pentanoic acid, Fmoc-Orn(Ac,Obz)-OH

  • Art-Nr.:FAA4220
  • CAS Nr.:1684432-88-9
  • Formel:C29H28N2O7
  • Molare Masse:516,55 g/mol

Startet von 650,00 €

Gruppiert Produkte - Artikel
Anzahl Verpackungsgröße Preis SKU
1 g
650,00 €
FAA4220.0001
5 g
2.600,00 €
FAA4220.0005
description

The hydroxamate-ornithine derivative N-delta-hydroxy-N-delta-acetyl-ornithine is a bidentate ligand that is found in many siderophores, a Fe(III)-binding class of biomolecules that can be employed as siderophore-drug-conjugates (“Trojan Horse Strategy”). The N-alpha-Fmoc-N-delta-acetyl-N-delta-benzyloxycarbonyl-L-ornithine building block is suitable for SPPS. Moreover, the N-delta-group can be deprotected on-resin to liberate the native metal-ion-binding N-delta-hydroxy-N-delta-acetyl-motif. Conditions for on-resin N-delta-deprotection: 1 M LiOH in THF/MeOH (1:1)

references

Enterobactin-Mediated Delivery of ß-Lactam Antibiotics Enhances Antibacterial Activity against Pathogenic Escherichia coli; T. Zheng and E. M. Nolan; Journal of the American Chemical Society 2014; 136: 9677-9691. doi:10.1021/ja503911p Siderophore-Mediated Cargo Delivery to the Cytoplasm of Escherichia coli and Pseudomonas aeruginosa: Syntheses of Monofunctionalized Enterobactin Scaffolds and Evaluation of Enterobactin-Cargo Conjugate Uptake; T. Zheng, J. L. Bullock and E. M. Nolan; Journal of the American Chemical Society 2012; 134: 18388-18400 doi:10.1021/ja3077268 Exploiting bacterial iron acquisition: siderophore conjugates; C. Ji, R. E. Juarez-Hernandez and M. J. Miller; Future medicinal chemistry 2012; 4: 297-313. doi:10.4155/fmc.11.191

Design and synthesis of a siderophore conjugate as a potent PSMA inhibitor and potential diagnostic agent for prostate cancer; P. Ding, P. Helquist and M. J. Miller; Bioorganic & Medicinal Chemistry 2008; 16: 1648-1657. doi:http://dx.doi.org/10.1016/j.bmc.2007.11.030

Design and synthesis of a novel protected mixed ligand siderophore; P. Ding, C. E. Schous and M. J. Miller; Tetrahedron letters 2008; 49: 2306-2310. doi:10.1016/j.tetlet.2008.02.007

Bulk oder Großmengen-Bestellung?

Sie benötigen größere Mengen für Ihre Entwicklung oder Produktion?

Benötigen Sie weitere Informationen über dieses Produkt?

kontaktieren Sie uns

Schneller Kontakt

Bitte senden Sie mir mehr Informationen über

Produkte, die Sie auch interessieren könnten!