Paper
Fmoc-amino acid chlorides in solid phase synthesis of opioid peptides.
Published Jan 12, 2009 · DOI · K. Sivanandaiah, V. Babu, C. Renukeshwar
International journal of peptide and protein research
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Abstract
Fmoc-amino acid chlorides were employed in the solid phase synthesis of the opioid peptides [Leu]enkephalin, [Leu]enkephalin amide, and dermorphin. The conventional polystyrene-based Merrifield resin or Wang's resin served as solid support. A binary salt of either triethylamine or diisopropylethylamine in the presence of 1-hydroxybenzotriazole or pivalic acid was used for acylation. The coupling rates were quite fast, being comparatively faster when 1-hydroxybenzotriazole was used along with triethylamine or diisopropylethylamine. The peptides obtained in good yields showed, after purification, biological and spectral properties identical with those of the natural peptides.
Fmoc-amino acid chlorides effectively synthesized opioid peptides with biological and spectral properties identical to their natural counterparts, providing a promising method for pharmaceutical development.
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