Product Name: Fmoc-Can(Trt) (Bulk)
Product Number: FLX-2333
Synonym(s): (S)-2-[(9-Fluorenylmethoxycarbonyl)Amino]-4-(Tritylaminooxy)Butanoic Acid; Fmoc-L-Can(Trt)-OH, Fmoc-L-Canaline(Trityl)-OH
Application: For the Preparation of Can-Containing Peptide, Which is Self-Cleaved Into Two Fragments
Description: 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 peptidesgenerally applied for oxime ligation.1,2; Surprisingly, it was recently reported that suchpeptides are spontaneously cleaved into two fragments via intramolecular cyclization reactionat Can under very specific conditions (pH ca. 4-5).3; Can will be applied to not onlytraditional medicinal chemistry and oxime-based bioconjugation but also various chemicalbiology-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).
Molecular Weight (g/mol): 598.69
Purity: ?98.0% (HPLC)
Storage Conditions: -20 °C
Reference(s): G. A. Rosenthal et al., Life Sciences, 60, 1635 (1997). B. J. Berger et al., Antimicrobial Agents and Chemotherapy,; 44, 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).
Special Note(s): For research use ONLY. Not for use on humans.