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Fmoc-D-Phe-OH (CAS 86123-10-6)

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Alternate Names:
N-Fmoc-D-phenylalanine; N-(9-Fluorenylmethoxycarbonyl)-D-phenylalanine
Application:
Fmoc-D-Phe-OH is N-Fmoc-protected form of D-Phenylalanine
CAS Number:
86123-10-6
Purity:
≥99%
Molecular Weight:
387.43
Molecular Formula:
C24H21NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Fmoc-D-phenylalanine is an N-Fmoc-protected form of D-Phenylalanine. Fmoc-D-Phe-OH, an amino acid derivative, is prevalent in both research and industrial applications. This white to off-white crystalline substance dissolves readily in organic solutions like methanol, ethanol, and dimethylformamide. While stable under standard conditions, it is susceptible to degradation when exposed to potent acids or bases. Used in peptide synthesis, Fmoc-D-Phe-OH helps create peptides tailored to bind specific entities like receptors or enzymes. Moreover, its derivatives play a role in crafting materials, including hydrogels.


Fmoc-D-Phe-OH (CAS 86123-10-6) References

  1. Design of a new peptidomimetic agonist for the melanocortin receptors based on the solution structure of the peptide ligand, Ac-Nle-cyclo[Asp-Pro-DPhe-Arg-Trp-Lys]-NH(2).  |  Fotsch, C., et al. 2003. Bioorg Med Chem Lett. 13: 2337-40. PMID: 12824029
  2. Aza-scanning of the potent melanocortin receptor agonist Ac-His-D-Phe-Arg-Trp-NH.  |  Boeglin, D., et al. 2006. Chem Biol Drug Des. 67: 275-83. PMID: 16629825
  3. Synthesis and antibacterial activities of N-glycosylated derivatives of tyrocidine A, a macrocyclic peptide antibiotic.  |  Hu, H., et al. 2009. J Med Chem. 52: 2052-9. PMID: 19281223
  4. Influence of glucose-templated proline mimetics on the beta-turn conformation of the peptide fragment Ac-Leu-D-Phe-Pro-Val-NMe2 found in Gramicidin S.  |  Zhang, K. and Schweizer, F. 2010. Carbohydr Res. 345: 1114-22. PMID: 20399421
  5. Solid-Phase Parallel Synthesis of Functionalised Medium-to-Large Cyclic Peptidomimetics through Three-Component Coupling Driven by Aziridine Aldehyde Dimers.  |  Treder, AP., et al. 2015. Chemistry. 21: 9249-55. PMID: 26014974
  6. Diversity-Oriented Synthesis of Cyclic Azapeptides by A3 -Macrocyclization Provides High-Affinity CD36-Modulating Peptidomimetics.  |  Zhang, J., et al. 2017. Angew Chem Int Ed Engl. 56: 6284-6288. PMID: 28090719
  7. Redesign of negatively charged 111In-DTPA-octreotide derivative to reduce renal radioactivity.  |  Oshima, N., et al. 2017. Nucl Med Biol. 48: 16-25. PMID: 28160666
  8. Synthesis of [1, 6-cyclo (acetyl-1-L-glutamic acid, 2-D-phenylalanine, 3-D-tryptophan, 6-D-lysine)] luteinizing hormone-releasing hormone on poly-N-acrylylpyrrolidine resin.  |  Smith, CW., et al. 1983. Int J Pept Protein Res. 21: 127-34. PMID: 6339431
  9. Convenient solid-phase synthesis of Tyr3-octreotide  |  Te-Wei Lee a, Shiang-Rong Chang a, Shui-Tein Chen b, Zei-Tsan Tsai a. 1998. Applied Radiation and Isotopes. 49: 1581-1586.
  10. A general method for functionalising both the C- and N-terminals of Tyr3-octreotate  |  Keith A.N. Graham a, Qin Wang a, Michael Eisenhut b, Uwe Haberkorn a, Walter Mier a. 2002. Tetrahedron Letters. 43: 5021-5024.
  11. Oxepinamides: Novel Liver X Receptor Agonists from Aspergillus puniceus  |  Xin-Hua Lu, Qing-Wen Shi, Zhi-Hui Zheng, Ai-Bing Ke, Hua Zhang, Chang-Hong Huo, Ying Ma, Xiao Ren, Ye-Ying Li, Jie Lin, Qin Jiang, Yu-Cheng Gu, Hiromasa Kiyota. 2011. 2011: 802-807.
  12. Total syntheses of nobilamides B and D: application of traceless Staudinger ligation  |  Tomoya Yamashita, Hiroaki Matoba, Takefumi Kuranaga, Masayuki Inoue. 2014. Tetrahedron. 70: 7746-7752.
  13. A facile and efficient method for synthesis of macrocyclic lipoglycopeptide  |  Qingjie Zhao †, Xiang Li †, Wenjuan Li †, Yan Zou, Honggang Hu, Qiuye Wu. 2015. Tetrahedron. 71: 1018-1022.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Fmoc-D-Phe-OH, 5 g

sc-235179
5 g
$65.00