European Journal of Organic Chemistry · 2015 · 18 citations · 34 references
Natural SciencesBiochemistryChemistryDrug DiscoveryOrganometallic ChemistrySynthetic Medicinal ChemistryCross-coupling ReactionsPeptide ChemistryChronic Obstructive Pulmonary Disease PathophysiologyNegishi CouplingPyridine ChemistryPyridine SynthesisSonogashira Coupling
Abstract Isodesmosine is a crosslinking pyridinium amino acid of elastin and is an attractive biomarker for the diagnosis of chronic obstructive pulmonary disease (COPD). In this paper, we describe the total synthesis of isodesmosine. The key features of this synthesis are stepwise and regioselective palladium‐catalyzed Negishi and Sonogashira cross‐coupling reactions for efficient introduction of amino acid segments on the pyridine ring.
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Extracellular matrix 4: The elastic fiber
Joel Rosenbloom, William R. Abrams, Robert P. Mecham · The FASEB Journal · 1993 · 608 citations