Description

• General description: An excellent building block for the preparation of phosphothreonine-containing peptides [1,2] by Fmoc SPPS. This derivative can be introduced using standard activation methods, such as PyBOP® and TBTU. The monoprotected phosphothreonine residue once incorporated is stable to piperidine. Using this reagent, even peptides containing multiple phosphorylation sites can be prepared efficiently by standard Fmoc SPPS methods [1].A paper describes the use of this derivative in the preparation of phospholamban [3], a 52 residue peptide containing both phosphoserine and phosphothreonine. Associated Protocols and Technical ArticlesCleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] P. White & J. Beythien in ′Innovations & Perspectives in Solid Phase Synthesis and Combinatorial Libraries, 4th International Symposium′, Mayflower Scientific Ltd., Birmingham, 1996, pp. 557. [2] T. Vorherr, et al. (1995) Bioorg. Med. Chem. Lett., 5, 2661. [3] H. Schmid, et al., Poster 423 presented at the 15th American Peptide Symposium, Nashville, 1997.
• Application: Development of highly selective 1, 2, 3-triazole-containing peptidic Polo-like kinase 1 Polo-box domain-binding inhibitors: This study explores the synthesis of inhibitors using Fmoc-Thr(PO(OBzl)OH)-OH among other amino acids, showcasing its utility in developing targeted cancer therapies (Zhao et al., 2019).
• Linkage: Replaces: 04-12-1155
• Analysis Note: Color (visual): white to slight yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testOptical rotation α 25/D (c=1 in DMF): -6.5 - -3.5 °Purity (TLC(CMA1)): ≥ 98 %Assay (HPLC, area%): ≥ 98.0 % (a/a)Solubility (1 mmole in 2 ml DMF): clearly solubleAssay (acidimetric): ≥ 90.0 %Water (K. F.): ≤ 2.0 %Ethyl acetate (HS-GC): ≤ 0.5 %Acetate (IC): ≤ 0.1 %To see the solvent systems used for TLC of Novabiochem® products please click here.
• Legal Information: Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany