1357485-73-4Relevant articles and documents
A practical synthesis of Nα-Fmoc protected L-threo-β-hydroxyaspartic acid derivatives for coupling via α- Or β-carboxylic group
Bionda, Nina,Cudic, Mare,Barisic, Lidija,Stawikowski, MacIej,Stawikowska, Roma,Binetti, Diego,Cudic, Predrag
, p. 285 - 293 (2012/08/29)
A simple and practical general synthetic protocol towards orthogonally protected tHyAsp derivatives fully compatible with Fmoc solid-phase peptide synthetic methodology is reported. Our approach includes enantioresolution of commercially available D,L-tHyAsp racemic mixture by co-crystallization with L-Lys, followed by ion exchange chromatography yielding enantiomerically pure L-tHyAsp and D-tHyAsp, and their selective orthogonal protection. In this way Nα-Fmoc protected tHyAsp derivatives were prepared ready for couplings via either α- or β-carboxylic group onto the resins or the growing peptide chain. In addition, coupling of tHyAsp via β-carboxylic group onto amino resins allows preparation of peptides containing tHyAsn sequences, further increasing the synthetic utility of prepared tHyAsp derivatives. Springer-Verlag 2010.