1963
DOI: 10.1021/bi00903a031
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Studies of Fluorinated Pyrimidines. XVIII. The Degradation of 5-Fluoro-2'-deoxyuridine and Related Compounds by Nucleoside Phosphorylase*

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Cited by 123 publications
(38 citation statements)
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“…PD-ECGF is also a thymidine phosphorylase (TP) (34), which can catalyze the conversion of thymidine ϩ phosphate into thymine ϩ 2-deoxy-D-ribose-1-phosphate (7). A substrate for TP is 5-dFUrd, a pyrimidine nucleoside with antineoplastic activity, which is largely dependent upon its enzymatic conversion to 5-FU by PD-ECGF/TP (3,6) (Fig. 8A).…”
Section: Resultsmentioning
confidence: 99%
“…PD-ECGF is also a thymidine phosphorylase (TP) (34), which can catalyze the conversion of thymidine ϩ phosphate into thymine ϩ 2-deoxy-D-ribose-1-phosphate (7). A substrate for TP is 5-dFUrd, a pyrimidine nucleoside with antineoplastic activity, which is largely dependent upon its enzymatic conversion to 5-FU by PD-ECGF/TP (3,6) (Fig. 8A).…”
Section: Resultsmentioning
confidence: 99%
“…The conversion of 5-FU to 5-fluorodeoxyuridylic acid blocks the synthesis of dTMP from dUMP and thus inhibits DNA svnthesis (Birnie, Kroeger and Heidelberger, 1963;Bosch, Harbers and Heidelberger, 1958 DNA was extracted by an adaptation (Hopkins, Flora and Schmidt, 1972) of the procedures of Schmidt and Thannhauser (1945) and of Schneider (1945). DNA was measured in the trichloroacetic acid extracts by the method of Burton (1956), but H2SO4 was omitted, diphenylamine was increased to 2 g/100 ml and HC104 was present at a final concentration of 0 4 mol/l.…”
mentioning
confidence: 99%
“…Conceptually the exact opposite of drug-targeting, bioevasion, is achieved by designing drug molecules to not be substrates for enzymes. Although numerous chemical modification strategies have been used to evade drug metabolism, ester prodrugs have consistently demonstrated enhanced metabolic stability (Birnie et al, 1963;Gangwar et al, 1996;Pauletti et al, 1996;Pauletti et al, 1997;Bak et al, 1999;Gudmundsson et al, 1999;Wang et al, 1999;Song and Siahaan, 2002;Siccardi et al, 2003Siccardi et al, , 2004. Ester prodrugs of floxuridine, for example, demonstrated reduced affinity for metabolizing enzymes and a corresponding bioavailability increase in humans (Mukherjee et al, 1963).…”
mentioning
confidence: 99%