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Paper | Regular issue | Vol 87, No. 1, 2013, pp.55-63
Published online, 31st October, 2012
DOI: 10.3987/COM-12-12600
Synthesis of Neodesmosine, a Crosslinking Pyridinium Amino Acid of Elastin, via a Negishi Cross-Coupling

Hiroto Yanuma and Toyonobu Usuki*

*Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102-8554, Japan

Abstract

Neodesmosine, isolated from the hydrolysate of bovine ligamentum nuchae, is a crosslinking pyridinium amino acid of elastin. In this study, the first total synthesis of neodesmosine is reported via a Negishi cross-coupling reaction between 3,5-dihalogenated pyridines and the corresponding iodo amino acid.