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Reversible alkylation

DNA alkylation has the potential to yield a time-dependent spectrum of adducts, in which initially formed kinetically favored lesions give way to the thermodynamically favored adducts over time. Reversible alkylation has been observed at several of the nucleophilic sites in DNA, including N3A (CC-1065,7, Scheme 8.10, duocarmycin, 8)," " NIA (qui-none methide, 9)," N7G (leinamycin, Schane 8.11, aflatoxin Bj epoxide, 10 and quinone methide, 9),57.ii4.ii8 (quinone methide, 9)," and bPG (ecteinascidin 743,11)." The bidentate Nl/ISPG adduct of malondialdehyde also forms reversibly. ... [Pg.344]

Initial Reports of Reversible Alkylation by Quinone Methides... [Pg.301]

SCHEME 9.9 Reversible alkylation of deoxynucleotides by a metabolite of 2,6,-di-tert-butyl-4-methylphenol. [Pg.302]

REVERSIBLE ALKYLATION OF DEOXYNUCLEOSIDES BY A SIMPLE QUINONE METHIDE... [Pg.303]

Our laboratory did not at first fully appreciate the consequences of reversible alkylation by QM as our interest shifted toward investigations of this reactive... [Pg.303]


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See also in sourсe #XX -- [ Pg.344 ]




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Amino groups reversible reductive alkylation

Deoxynucleosides reversible alkylation

Friedel-Crafts alkylation reversal

Friedel-Crafts alkylation reverse

Long alkyl chains, reversible

Reverse reactions, for CO migration and alkyl

Reverse reactions, for CO migration and alkyl insertion

Reversible Alkylation of DNA by Quinone Methide Bioconjugates

Reversible Alkylation of DNA by Quinone Methides

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