Untersuchungen über die bilding von N1-oxyden bei cytosin und cytosinderivaten

Cramer, F.; Seidel, H.

doi:10.1016/0006-3002(63)90231-2

Cited by 5 publications

(9 citation statements)

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“…Cytosine 3-A-oxide was synthesized by reaction of equimolar amounts of cytosine hemihydrate and w-chloroperoxybenzoic acid at about pH 5 in the presence of EDTA. The product corresponds in all its properties to cytosine 3-A-oxide (4-amino-2-oxo-pyrimidine 3-Noxide) prepared by an unequivocal ring closure synthesis (Klótzer, 1965) as well as to the material prepared by the oxidation of cytosine with m-chloroperoxybenzoic acid in glacial acetic acid (Delia et al, 1965) and to the product prepared by the oxidation of cytosine at pH 7 with monoperoxyphthalic acid (Cramer and Seidel, 1963). Oxaluric acid was purchased from the Nutritional Biochemical Corp. Thymine glycol was synthesized by the procedure of Baudisch and Davidson (1925).…”

Section: Methodsmentioning

confidence: 99%

“…The products from the first group are N-oxides, while the second group T A he reactions of peroxides with nucleic acids and their components have been studied previously in a number of laboratories. Peroxycarboxylic acids have been used to convert cytosine, adenine, guanine, and some of their derivatives into N-oxides (Cramer and Seidel, 1963;Delia et al, 1965;Seidel, 1967;; Delia and Brown, 1966); hydrogen peroxide in acetic acid has also been used for the synthesis of adenine l-Moxide and some derivatives (Stevens 7998).…”

mentioning

confidence: 99%

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Reaction of nucleic acid components with m-chloroperoxybenzoic acid

Subbaraman¹,

Subbaraman²,

Behrman³

1969

Biochemistry

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Section: Methodsmentioning

confidence: 99%

mentioning

confidence: 99%

Reaction of nucleic acid components with m-chloroperoxybenzoic acid

Subbaraman¹,

Subbaraman²,

Behrman³

1969

Biochemistry

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“…A second reagent, O-methylhydroxylamine, was found to react with cytosine at pH 6 and 37°; but the altered cytosine residues were still susceptible to RNase (342). However, cytidine has been made resistant with another reagent, perphthalic acid (343,344) . At pH 7 and room temperature, cytosine and adenine are oxidized at the N 1 position.…”

Section: Enzymes Which Degrade Nucleic Acidsmentioning

confidence: 95%

Metabolism of Nucleic Acids (Macromolecular DNA and RNA)

Elson¹

1965

Annu. Rev. Biochem.

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Since it is manifestly impossible to cover the entire field of nucleic acid metabolism in one article, I have restricted this review to recent work on enzymes which have to do with macromolecular nucleic acids. Sections are included on the synthetic enzymes DNA polymerase and RNA polymerase and on enzymes which alter the nucleic acids in their macromolecular state, namely, the DNA and RNA methylases. The concluding section deals with degradative enzymes, chiefly RNase, DNase, and polynucleotide phosphoryl ase, but in a much more cursory manner. The review is based on an exten sive, but certainly not complete, coverage of the recent literature. References 1 through 10 are reviews, books, special collections of articles, and critical papers which deal with various aspects of the subject matter of this review. ENZYMES WHICH SYNTHESIZE NUCLEIC ACIDSThe DNA polymerases and RNA polymerases catalyze the synthesis of polynucleotides by the complementary copying of pre-existing polynucleo tides. The precursors are the appropriate nucleoside triphosphates, and a bivalent cation is required (11-16). During the period under review, there have appeared no serious reasons to doubt that these are the principal, and quite possibly the only, enzymes which catalyze the synthesis de novo of DNA and RNA in nature. Beyond this, a great deal remains to be eluci dated, and much of the recent work has dealt with such matters as the chem ical and physical nature of the polynucleotide templates or primers and prod ucts, details of the reaction mechanisms, differences between the reactions in vivo and in vitro, the association of the enzymes with other cell components, and so forth.DNA POLYMERASEThe location of DNA polymerase in the cell.-In bacterial extracts DNA polymerase has been observed to sediment together with DNA (e.g., 17, 18) . In higher organisms, however, a number of studies had indicated that the enzyme is actually located outside the cell nucleus. In view of the unexpected nature of these findings, the matter has been pursued in several laboratories; and reports have now appeared which provide evidence that at least some of

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“…Cytidine gives N 4 -hydroxycytidine (104) by two routes. (291) Treatment of cytidine .vith hydroxylamine at pH 6.5 gave the bishydroxylamino derivative (103) via the monoadduct (102), which on heating with acid yielded (104). (292) The direct substitution of hydroxylamine at C-4 of cytidine leading to (1M) was also observed, especially in the case of 5-methykytidine.…”

Section: B Nucleophilic Additionsmentioning

confidence: 99%

Synthesis and Reaction of Pyrimidine Nucleosides

Ueda

1988

Chemistry of Nucleosides and Nucleotides

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Untersuchungen über die bilding von N1-oxyden bei cytosin und cytosinderivaten

Cited by 5 publications

References 0 publications

Reaction of nucleic acid components with m-chloroperoxybenzoic acid

Reaction of nucleic acid components with m-chloroperoxybenzoic acid

Metabolism of Nucleic Acids (Macromolecular DNA and RNA)

Synthesis and Reaction of Pyrimidine Nucleosides

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