Abstract:We describe the synthesis of trihydroxylated cyclohexane β-amino acids from (–)-shikimic acid, in their cis and trans configuration, and the incorporation of the trans isomer into a trans-2-aminocyclohexanecarboxylic acid peptide chain. Subsequently, the hydroxyl groups were partially or totally deprotected. The structural study of the new peptides by FTIR, CD, solution NMR and DFT calculations revealed that they all fold into a 14-helix secondary structure, similarly to the homooligomer of trans-2-aminocycloh… Show more
“…The newly synthesized trans -β-amino acid was incorporated into a short heterooligomeric peptide also containing trans -ACHC and its structure in solution has been studied. 54…”
We describe the synthesis of trihydroxylated cyclohexane β-amino acids from (–)-shikimic acid, in their cis and trans configuration, and the incorporation of the trans isomer into a trans-2- aminocyclohexanecarboxylic acid...
“…The newly synthesized trans -β-amino acid was incorporated into a short heterooligomeric peptide also containing trans -ACHC and its structure in solution has been studied. 54…”
We describe the synthesis of trihydroxylated cyclohexane β-amino acids from (–)-shikimic acid, in their cis and trans configuration, and the incorporation of the trans isomer into a trans-2- aminocyclohexanecarboxylic acid...
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