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Epimerization Free Synthesis of O-Acyl Isodipeptides Employing COMU

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O-Acyl isodipeptides are prepared by coupling Boc-Ser/Thr-OBzl with Fmoc-Xaa-OH employing COMU, well known third generation peptide coupling agent. The reaction proceeds with high yield and the chemical homogeneity of the synthesized molecules were established via chiral HPLC analyses. The O-acyl isodipeptide units play crucial role in the success of ‘ click peptide’ protocol employed for assembling ‘ difficult sequence’ peptides.
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Keywords: Boc-Ser(Fmoc-Xaa)-OH; COMU; H-Thr(Ac-Val-Val)-Val-Val-NH2; O-acyl isodipeptide; click peptide; depsipeptide; difficult sequence; epimers; esterification; β-hydroxy amino acid

Document Type: Research Article

Publication date: 2012-02-01

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  • Protein & Peptide Letters publishes short papers in all important aspects of protein and peptide research, including structural studies, recombinant expression, function, synthesis, enzymology, immunology, molecular modeling, drug design etc. Manuscripts must have a significant element of novelty, timeliness and urgency that merit rapid publication. Reports of crystallisation, and preliminary structure determinations of biologically important proteins are acceptable. Purely theoretical papers are also acceptable provided they provide new insight into the principles of protein/peptide structure and function.
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