Fmoc-Can(Trt) (Bulk)

  • Product Code: FLX-2333
  • Synonyms/Product Alternate Names: (S)-2-[(9-Fluorenylmethoxycarbonyl)Amino]-4-(Tritylaminooxy)Butanoic Acid; Fmoc-L-Can(Trt)-OH, Fmoc-L-Canaline(Trityl)-OH
  • For the Preparation of Can-Containing Peptide, Which is Self-Cleaved Into Two Fragments
  • Canaline is a derivative of ornithine, a naturally occurring amino acid with an O-alkyl hydroxylamine side chain that is produced by arginase from Canavanine. Due to its toxicity, by its ability to form oximes with carbonyl-containing biomolecules, it is produced by legumes as protection from herbivores.  L-Canaline possesses anti-tumor activity against human acute leukemia T-cells, and as a result is of interest in cancer research.  It also possesses antimalarial and antineoplastic properties.

    Fmoc-Can(Trt) is a unit for conventional Fmoc-SPPS of canaline (Can)-containing peptides
    generally applied for oxime ligation.1,2  Surprisingly, it was recently reported that such
    peptides are spontaneously cleaved into two fragments via intramolecular cyclization reaction
    at Can under very specific conditions (pH ca. 4-5).3  Can will be applied to not only
    traditional medicinal chemistry and oxime-based bioconjugation but also various chemical
    biology-oriented research in future.

    1. F. Liu, et al., ChemBioChem, 9, 2000 (2008).
    2. C.M. Haney, et al., Chem. Commun., 47, 10915 (2011).
    3. S. Tsuda, et al., Chem. Commun., 54, 8861 (2018).

  • Storage Conditions: -20 °C
  • Purity: ≧98.0% (HPLC)
  • Molecular Weight: 598.69
  • Molecular Formula: C38H34N2O5
  • G. A. Rosenthal et al., Life Sciences, 60, 1635 (1997).

  • B. J. Berger et al., Antimicrobial Agents and Chemotherapy44, 2540 (2000).

  • G. A. Rosenthal et al., Plant Physiology, 94, 1 (1990).

  • B. O. Vynnytska et al., Anticancer Drugs, 22, 148 (2011).

  • B. Vynnytska-Myronovska et al., Int J Cancer, 130, 2164 (2012).

  • 100mg
  • $100.00
For research use ONLY. Not for use on humans.