19516-01-9Relevant 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
experimental part, 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.
N-carboxy-anhydrides derived from threo- and erythro-beta-hydroxy-aspartic acids and poly-beta-methyl hydrogen threo-beta-methoxyl-DL-aspartate.
Liwschitz,Singerman
, p. 1696 - 1700 (2007/10/12)
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