Fmoc-Arg(Pmc)-OH

Description

• General description: An excellent derivative for the introduction of Arg in Fmoc SPPS. The Pmc group is removed by TFA in 1-3 hours [1,2,3]. For discussions on the side-reactions associated with the use of sulfonyl-based arginine protection, see [4,5,6,7,8,9,10,11]. In the synthesis of peptides containing both Arg and Trp, it is recommended that this derivative is used in conjunction with Fmoc-Trp(Boc)-OH (852050) [5,6,11]. Associated Protocols and Technical Articles Cleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] R. Ramage, et al. (1987) Tetrahedron Lett., 28, 2287. [2] J. Green, et al. (1988) Tetrahedron Lett., 29, 4341. [3] R. Ramage, et al. (1991) Tetrahedron Lett., 47, 6353. [4] P. Sieber (1987) Tetrahedron Lett., 28, 1637. [5] C. G. Fields, et al. (1993) Tetrahedron Lett., 34, 6661. [6] H. Choi, et al. (1993) Int. J. Peptide Protein Res., 42, 58. [7] A. Stierandova, et al. (1994) Int. J. Peptide Protein Res., 43, 31. [8] P. M. Fischer, et al. (1992) Int. J. Peptide Protein Res., 40, 19. [9] S. A. G. Beck, et al. (1991) Int. J. Peptide Protein Res., 38, 25. [10] E. Jaeger, et al. (1993) Biol. Chem. Hoppe-Seyler, 374, 349. [11] P. White in ′Peptides, Chemistry & Biology, Proc. 12th American Peptide Symposium′, J. A. Smith & J. E. Rivier (Eds), ESCOM, Leiden, 1992, pp. 537.
• Linkage: Replaces: 04-12-1073
• Analysis Note: Color (visual): white to slight yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testEnantiomeric purity: ≥ 99.5 % (a/a)Purity (TLC(011C)): ≥ 98 %Purity (TLC(157B)): ≥ 98 %Assay (HPLC, area%): ≥ 98.0 % (a/a)Solubility (12,5 mmol in 25 ml DMF): clearly solubleAssay (acidimetric): ≥ 85.0 %Water (K. F.): ≤ 1.50 %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