Fmoc-L-trans-Hyp(NHBoc)-OH

Chemical name: Fmoc-4-(Boc-amino)oxy)-proline (2S,4R) // Synonyms: Fmoc-Pro(4-O-NHBoc)-OH, (2S,4R)-1-(9-fluorenmethyloxycarbonyl)-4-(((tert-butoxycarbonyl)amino)oxy)pyrrolidine-2-carboxylic acid,(2S,4R)-Fmoc-4-(((tert-butoxycarbonyl)amino)oxy)-pyrrolidine-2-carboxy lic acid, Fmoc-4-(((tert-butoxycarbonyl)amino)oxy)

  • Product code:FAA8455
  • CAS No.:1015426-45-5
  • Formula:C25H28N2O7
  • Storage temperature:2-8°C
  • Molecular weight:468.50 g/mol

from €600.00

Grouped product items
Qty Packing unit Price SKU Availability
250 mg
€600.00
FAA8455.0250
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1 g
€1,800.00
FAA8455.0001
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description

Aminooxy-containing proline analogues bearing Fmoc/Boc protection suitable for the incorporation into peptides using Fmoc protocols. Deprotection of the aminooxy-function after completion of the peptide synthesis allows for oxime formation through reaction with aldehydes. This allows the post solid-phase synthesis of diverse derivative for structure-activity studies.


references

Protected aminooxyprolines for expedited library synthesis: Application to Tsg101-directed proline-oxime containing peptides; F. Liu, A. G. Stephen, R. J. Fisher, T. R. Burke; Med. Chem. Lett. 2008; 18: 1096-1101. https://doi.org/10.1016/j.bmcl.2007.12.003.


SAR by Oxime-Containing Peptide Libraries: Application to Tsg101 Ligand Optimization; F. Liu, A. G. Stephen, A. A. Waheed, M. J. Aman, E. O. Freed, R. J. Fisher, T. R. Burke; Chembiochem 2008; 9: 2000-2004. https://doi.org/10.1002/cbic.200800281.


Eludication of New Binding Interactions with the Human Tsg101 Protein Using Modified HIV-1 Gag-p6 Derived Peptide Ligands; S.-E. Kim, F. Liu, Y. J. Im, A. G. Stephen, M. J. Fivash, A. A. Waheed, E. O. Freed, R. J. Fisher, J. H. Hurley, T. R. Burke; ACS Med. Chem. Lett. 2011; 2: 337-341. https://doi.org/10.1021/ml1002579.


Identification of High Affinity Polo-like Kinase 1 (Plk1) Polo-box Domain Binding Peptides Using Oxime-Based Diversification; F. Li, J.-E. Park, W.-J. Qian, D. Lim, A. Scharow, T. Berg, M. B. Yaffe, K. S. Lee, T. R. Burke; ACS Chem. Biol. 2012; 7: 805-810. https://doi.org/10.1021/cb200469a.


Cross-Linked Collagen Triple Helices by Oxime Ligation; N. B. Hentzen, L. E. J. Smeenk, J. Witek, S. Riniker, and H. Wennemers; J. Am. Chem. Soc. 2017; 139: 12815-12820. https://doi.org/10.1021/jacs.7b07498.

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