Protoporphyrin IX/Cobyrinate Derived Hybrids - Novel Activators of Soluble Guanylyl Cyclase

European J Org Chem. 2013 Mar 1;2013(8):1530-1537. doi: 10.1002/ejoc.201201303. Epub 2013 Jan 28.

Abstract

A new cobyrinate/protoporphyrin IX molecular hybrids were prepared via CuAAC reaction. The synthesis involved selective preparation of cobyrinate and PpIX derived building blocks possessing respectively terminal alkyne and azide moieties followed by the CuOAc catalyzed cycloaddition reaction. Synthesized molecules activated soluble guanylyl cyclase showing strong linker length/activation dependence.

Keywords: Protoporphyrin IX; Vitamin B12; enzyme activation; ‘click’ chemistry.