Synthesis of protected norcysteines for SPPS compatible with Fmoc strategy |
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Authors: | Manoj P Samant |
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Institution: | The Clayton Foundation Laboratories for Peptide Biology, The Salk Institute for Biological Studies, 10010 North Torrey Pines Road, La Jolla, CA 92037, USA |
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Abstract: | We report the synthesis of racemic Alloc-Ncy(Tmob)-OH, the resolution of its methyl ester and demonstrate its application to form a norcystine bridge in octreotide-amide using the Fmoc strategy on solid phase. N-Alloc and S-Tmob protections of norcysteine (Ncy) were found to be a preferred choice for Fmoc strategy over three other protected norcysteines synthesized, that is, Fmoc-Ncy(tBu)-OH, Alloc-Ncy(tBu)-OH, and Alloc-Ncy(Trt)-OH. |
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Keywords: | Norcysteine Norcystine SPPS Somatostatin Octreotide |
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