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An Improved Protocol for the Synthesis and Purification of Yariv Reagents

Raghuraj Hoshing, Michael Saladino, Helene Kuhn, David Caianiello, Robert F. Lusi, Amit Basu

2020The Journal of Organic Chemistry14 citationsDOI

Abstract

Yariv reagents are glycoconjugate tris-azo dyes widely used in plant biology. These reagents are synthesized by diazo coupling between phloroglucinol and a para-diazophenyl glycoside. Despite their synthetic accessibility, well-defined protocols for obtaining pure Yariv reagents, and their complete compound characterization data, have not been reported. We report here optimized protocols used to synthesize, purify, and characterize a panel of six Yariv reagents and suggest approaches that could be valuable for the purification and characterization of other glycoconjugates as well.

Topics & Concepts

ReagentChemistryGlycoconjugatePhloroglucinolCombinatorial chemistryDiazoOrganic chemistryBiochemistryGlycosylation and Glycoproteins ResearchCarbohydrate Chemistry and SynthesisPhotosynthetic Processes and Mechanisms