title: Light-triggered CO delivery by a water-soluble and biocompatible manganese photoCORM.
abstract: The discovery of salutary effects of low doses of carbon monoxide (CO) has spurred interest in designing exogenous molecules that can deliver CO to biological targets under controlled conditions. Herein we report a water-soluble photosensitive manganese carbonyl complex [MnBr(CO)3(pyTAm)] (2) (pyTAm = 2-(pyridyl)imino-triazaadamantane) that can be triggered to release CO upon exposure to visible light. Inclusion of a triazaadamantyl pharmacophore into the coligand of 2 improves its stability and solubility in water. Change in the coligand from 2-(pyridyl)imino-triazaadamantane to 2-(pyridyl)iminoadamantane (pyAm) or 2-(quinonyl)imino-triazaadamantane (qyTAm) dramatically alters these desired properties of the photoCORM. In addition to structures and CO-releasing properties of the three analogous complexes 1-3 from these three α-diimine ligands, theoretical calculations have been performed to determine the origin of Mn-CO bond labilization upon illumination. Rapid delivery of CO to myoglobin under physiological conditions attests the potential of 2 as a biocompatible photoCORM.
authors.affiliation: Contribution form the Department of Chemistry and Biochemistry, University of California, Santa Cruz, CA 95064, USA. Pradip@ucsc.edu.
authors.forename: Jorge
authors.initials: J
authors.lastname: Jimenez
authors.affiliation: Contribution form the Department of Chemistry and Biochemistry, University of California, Santa Cruz, CA 95064, USA. Pradip@ucsc.edu.
authors.forename: Indranil
authors.initials: I
authors.lastname: Chakraborty
authors.affiliation: Contribution form the Department of Chemistry and Biochemistry, University of California, Santa Cruz, CA 95064, USA. Pradip@ucsc.edu.
authors.forename: Samantha J
authors.initials: SJ
authors.lastname: Carrington
authors.affiliation: Contribution form the Department of Chemistry and Biochemistry, University of California, Santa Cruz, CA 95064, USA. Pradip@ucsc.edu.
authors.forename: Pradip K
authors.initials: PK
authors.lastname: Mascharak
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000528:radiation effects; D002248:Carbon Monoxide / Q000737:chemistry*; D056831:Coordination Complexes / Q000737:chemistry* / Q000528:radiation effects; D008024:Ligands; D008027:Light; D008345:Manganese / Q000737:chemistry* / Q000528:radiation effects; D009211:Myoglobin; D012995:Solubility
chemical_list: D056831:Coordination Complexes; D008024:Ligands; D009211:Myoglobin; D008345:Manganese; D002248:Carbon Monoxide; D000218:Adamantane