Chemical Waltz of Organic Molecules "On Water": Saline-Assisted Sustainable Regioselective Synthesis of Fluorogenic Heterobioconjugates via Click Reaction.

ABSTRACT: A new sustainable green protocol for obtaining highly fluorogenic heterobioconjugates by a well-known copper-mediated azide-alkyne cycloaddition click reaction of nonfluorescent 3-azidocoumarins/benzyl azides (2a-f) and terminal alkynes (1a-e) using aqueous NaCl as a cheap and nontoxic salting-out agent under ultrasonication at ambient temperature is described. The presence of aqueous NaCl significantly influences the reaction by disturbing the water kosmotropes and augments the hydrophobic interaction of water-insoluble reactants, thus making the reaction feasible in water at neutral pH. The "beauty" of the presented ecofriendly approach is further boosted up by recycling the aqueous filtrate of the reaction mixture without further addition of NaCl, CuSO_4<

SUBMITTER: Jain Y 

PROVIDER: S-EPMC6648582 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature