Description

• General description: This orthogonally-protected lysine derivative is based on the hindered Dde variant ivDde. It has very similar chemical properties to Fmoc-Lys(Dde)-OH, except that the side-chain ivDde group is considerably more stable to piperidine than Dde, and is less prone to migrate from protected to unprotected lysine side-chains [1].When removing ivDde in the presence of allyl based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group [2]. Associated Protocols and Technical ArticlesCleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] S. R. Chhabra, et al. (1998) Tetrahedron Lett., 39, 1603. [2] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175. [3] V. Wittmann & S. Seeberger (2000) Angew. Chem. Int. Ed. Engl., 39, 4348.
• Application: Fmoc Solid-Phase Peptide Synthesis of Human α-Calcitonin Gene-Related Peptide and Two Fluorescent Analogs: This study highlights the use of Fmoc-Lys(ivDde)-OH at residue 24 during the synthesis of human α-calcitonin gene-related peptide, demonstrating its utility in peptide labeling and fluorescence studies (M Fuente-Moreno et al., researchgate.net).
• Linkage: Replaces: 04-12-1193
• Analysis Note: Color (visual): white to slightly yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testEnantiomeric purity: ≥ 99.5 % (a/a)Purity (TLC(157B)): ≥ 97 %Purity (TLC(CMA2)): ≥ 97 %Assay (HPLC, area%): ≥ 99.0 % (a/a)Solubility (1 mmole in 2 ml DMF): clearly solubleAssay (acidimetric): ≥ 85.0 %Water (K. F.): ≤ 1.00 %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