ORGN 144 |
| The cyclocystine subunit (CCS, 1), which results from a disulfide-bond between adjacent cysteine residues, is a rare motif in protein structure and is functionally important to those proteins that posses it. This poster will focus on the construction of N-methyl CCS (4) that requires the large-scale production of Fmoc-protected N-methyl cysteine. While a number of methods exist for the production of α-alkyl N-methyl amino acid derivatives, one finds less literature involving the generation of N-methyl cysteine. Various methods for amino methylation of cysteine, in the presence of acid labile or acid stable sulfhydryl protecting groups, are compared and contrasted. |
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Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Organic Chemistry |