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Dextro cc 1065 dna alkylation key studies demonstrating a noncovalent binding selectivity contribution to the alkylation selectivity



Dextro cc 1065 dna alkylation key studies demonstrating a noncovalent binding selectivity contribution to the alkylation selectivity



Journal of the American Chemical Society 113(10): 3980-3983



A comparative study of the selectivity and relative intensity DNA alkylation with a series of (+)-CC-1065 analogues is detailed. The results of the study (1) reveal a nonselectivity of the simple alkylation event in the absence of noncovalent binding selectivity, (2) highlight the enhanced selectivity of the alkylation in the event of noncovalent binding selectivity, (3) demonstrate that a DNA autocatalytic phosphate activation of the aklylation reaction (Lewis acid complexation/protonation) may not be uniquely responsible for the nonselective or selective alkylations, and (4) address the assumption that stereoelectronic effects associated with the (+)-CC-1065 cyclopropane alkylation contribute uniquely to the alkylation selectivity.

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Accession: 007201709

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