Specific DNA cleavage mediated by [SalenMn(III)][sup +]

Journal Article · Fri Feb 12 04:00:00 EST 1993 · Journal of Organic Chemistry; (United States)

DOI:https://doi.org/10.1021/jo00056a009· OSTI ID:6347232

Gravert, D J; Griffin, J H ^[1]

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1. Stanford Univ., CA (United States)

The combination of [SalenMn(III)][sup +] and a terminal oxidant affords efficient and specific cleavage of right-handed double-helical DNA in regions rich in A:T base pairs. Metal complexes of the tetradentate chelating ligands Salen (Salen = N,N[prime]-ethylenebis(salicylideneaminato)) have been part of the inorganic chemistry literature for several decades. The cationic manganese(III) complex [SalenMn(III)][sup +] (1) is an efficient catalyst for the epoxidation of olefins with terminal oxidants such as iodosylbenzene. 1 also catalyzes oxidative C-H bond activation. The flat, crescent shape of 1, its aromatic and cationic nature, and its ability to catalyze hydrocarbon oxidation are features shared in whole or in part by metal complexes which bind to DNA and cleave it via oxidative processes. These similarities prompted the authors to evaluate the DNA-cleaving properties of 1, and they now report that 1 mediates specific cleavage of right-handed double-helical DNA in a reaction requiring a terminal oxidant. 20 refs., 3 figs., 1 tab.

• OSTI ID: 6347232
• Journal Information: Journal of Organic Chemistry; (United States), Journal Name: Journal of Organic Chemistry; (United States) Vol. 58:4; ISSN 0022-3263; ISSN JOCEAH
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
550200 -- Biochemistry
59 BASIC BIOLOGICAL SCIENCES
ADENOSINE
ALKENES
AMINES
AZINES
CATIONS
CHARGED PARTICLES
CHEMICAL ACTIVATION
CHEMICAL REACTIONS
CLEAVAGE
COMPLEXES
DNA
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
IONS
LIGANDS
MANGANESE COMPLEXES
MICROSTRUCTURE
NUCLEIC ACIDS
NUCLEOSIDES
NUCLEOTIDES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXIDATION
PYRIMIDINES
RIBOSIDES
SHAPE
THYMIDINE
TRANSITION ELEMENT COMPLEXES