Synthesis of l-aminohomohistidine (l-Ahh) |
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| Authors: | Manuel Friedel |
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| Affiliation: | Ludwig-Maximilians-Universität, Department of Chemistry, D-81377 Munich, Germany |
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| Abstract: | A short synthesis of l-aminohomohistidine (l-Ahh), which starts from readily available δ-hydroxy-l-lysine is described. The embedding of the basic guanidino moiety in the aromatic imidazole lowers the basicity of the side chain to a pKa of 8.3. It is proposed that l-Ahh may be employed as an arginine-mimetic in medicinal chemistry. |
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| Keywords: | Amino acids Aminoimidazoles Arginine-mimetic Bioisosteres Medicinal chemistry |
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