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Extra info for Antimetabolites in Biochemistry, Biology and Medicine. Proceedings of a Symposium on Antimetabolites in Biochemistry, Biology and Medicine, Held in Prague, Czechoslovakia, July 10–12, 1978
Beaudette, N. Langerman, R. L. Kisliuk, and Y. Gaumont, A calorimetric study of the binding of 2 -deoxyuridine-5phosphate and 5-fluoro-2 -deoxyuridine 5'-phosphate to thymidylate synthetase, Arch. Biochem. Biophys. 179, 272 (1977). S. Shin, M. A. Williams, and E. L. R. Stokstad, Identification of folic acid compounds in rat liver, Biochem. Biophys. Res. Commun. 47, 35 (1972). M. Houlihan, and J. M, Scott, The identification of pteroylglutamates as the major folate derivatives in rat liver and the demonstration of its biosynthesis from exogenous [*%]pteroylglutamate, Biochem.
Matsuda hydrolysis) of the CF^ group is shown in Fig. 3. (CH=CH) CF n Nu HN ^N*(CH-CH)=CF (CH=CH) COOH HN^H^CHfeC-OH f n ή 1 Fig. 3. 3 — U 1 General mechanism of hydrolysis of CF^- and CF (CH=CH) dUMP 6 3 n Regarding the interaction of CF3dUMP with dTMP synthetase, the normally inert CF3 group would behave as an acylating agent or be hydrolyzed only when a nucleophile is first added to the 6-position of the heterocycle to produce a transient carbanion at C-5. The interaction is indeed complex and still poorly understood.
Sommer, Mechanism of interaction of thymidylate synthetase with 5-fluorouridylate, Biochemistry 13, 471 (1974). P. V. Danenberg, R. J. Langenbach, and C. Heidelberger, Structures of reversible and irreversible complexes of thymidylate synthetase and fluorinated pyrimidine nucleotides, Biochemistry 13, 1073 (1974). H. , J. L. Aull, J. A. Lyon, J. W. Reinsch, and R. B. Dunlap, Formation of ternary complexes of thymidylate synthetase as followed by absorbance, fluorescence, and circular dichroic spectra and gel electrophoresis, J^.
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