Description

• General description: High purity Fmoc-protected amino acid for research and process production of peptides, with very low levels of dipeptide, free-amino acids and acetic acid impurities. The standard derivative for the introduction of Arg in Fmoc SPPS [1,2]. The Pbf side-chain protecting group is removed with TFA approximately 1-2 times faster than Pmc.In the preparation of peptides containing both Arg and Trp, it is recommended that this derivative is used in conjunction with Fmoc-Trp(Boc)-OH (852050). Associated Protocols and Technical ArticlesFmoc-amino acids for Peptide ProductionCleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] L. A. Carpino, et al. (1993) Tetrahedron Lett., 34, 7829. [2] C. G. Fields, et al. (1993) Tetrahedron Lett., 34, 6661.
• Application: Syntheses of cyanophycin segments for investigations of cell-penetration: Describes the synthesis process and overall yields for steps from Fmoc-Arg(Pbf)-OH to Adp building blocks. (M Grogg, D Hilvert, D Seebach, 2019). Revisiting NO2 as Protecting Group of Arginine in Solid-Phase Peptide Synthesis: Compares the stability of Fmoc-Arg(Boc) 2 -OH with Fmoc-Arg(Pbf)-OH in solvents over time. (M Alhassan, A Kumar, J Lopez, F Albericio, 2020). Gene delivery of PAMAM dendrimer conjugated with the nuclear localization signal peptide originated from fibroblast growth factor 3: Discusses a conjugation reaction involving Fmoc-Arg(pbf)-OH in gene delivery systems. (J Lee, J Jung, YJ Kim, E Lee, JS Choi, 2014).
• Linkage: Replaces: 04-12-1145
• Analysis Note: Colour (visual): white to off whiteAppearance of substance (visual): powderColour index (0,5 M in DMF): ≤ 150 HazenIdentity (IR): passes testEnantiomeric purity: ≥ 99.8 % (a/a)Purity (HPLC): ≥ 99.0 % (a/a)Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)Fmoc-ß-Ala-Arg(Pbf)-OH (HPLC): ≤ 0.1 % (a/a)Fmoc-Arg(Pbf)-Arg(Pbf)-OH (HPLC): ≤ 0.1 % (a/a)Fmoc-Arg-OH (HPLC): ≤ 0.1 % (a/a)Assay free amino acid (HPLC): ≤ 0.2 %Purity (TLC(011C)): ≥ 98 %Purity (TLC(157B)): ≥ 98 %Solubility (12,5 mmol in 25 ml DMF): clearly solubleAssay (acidimetric): ≥ 90.0 %Water (K. F.): ≤ 2.0 %Ethyl acetate (HS-GC): ≤ 1.0 %Acetate (IC): ≤ 0.02 %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