Description

• General description: Quasi-orthogonally-protected Asp derivative.The 2-PhiPr group can be removed selectively in the presence of tBu-based protecting groups by treatment with 1% TFA in DCM [1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS [2] or for library synthesis. For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(Mtt) and Asp(O-2-PhiPr) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.This derivative has also been used in solution to prepare bicyclic helix initiating peptides [3]. Associated Protocols and Technical ArticlesCleavage and Deprotection Protocols for Fmoc SPPSLiterature references[1] C. Yue, et al. (1993) Tetrahedron Lett., 34, 323. [2] F. Dick, et al. in ′Peptides 1996, Proc. of 24th European Peptide Symposium′, R. Ramage & R. Epton (Eds), Mayflower Scientific Ltd., Birmingham, 1998, pp. 339. [3] J. W. Taylor, et al., Poster 185 presented at the American Peptide Symposium, San Diego, 2001.
• Linkage: Replaces: 04-12-1200
• Analysis Note: Color (visual): white to slight yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testEnantiomeric purity: ≥ 99.0 % (a/a)Purity (TLC(011A)): ≥ 97 %Purity (TLC(0811)): ≥ 97 %Assay (HPLC, area%): ≥ 95.0 % (a/a)Solubility (1 mmole in 2 ml DMF): clearly solubleAssay (acidimetric): ≥ 93.0 %Water (K. F.): ≤ 2.0 %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