5-Bromouracil
Structural Formula Vector Image
Title: 5-Bromouracil
CAS Registry Number: 51-20-7
CAS Name: 5-Bromo-2,4(1H,3H)-pyrimidinedione
Molecular Formula: C4H3BrN2O2
Molecular Weight: 190.98
Percent Composition: C 25.16%, H 1.58%, Br 41.84%, N 14.67%, O 16.76%
Literature References: Major chemical mutagen; incorporates into DNA, altering base-pair sequencing by replacing thymine. Prepn: H. L. Wheeler, H. F. Merriam, Am. Chem. J. 29, 478 (1903); P. A. Levene, F. B. LaForge, Ber. 45, 608 (1912). UV effects on DNA containing 5-bromouracil: A. G. Skavronskaya et al., Mutat. Res. 6, 319 (1968); F. Hutchinson, Q. Rev. Biophys. 6, 201 (1973). Mechanisms of mutagenesis: I. Pietrzykowska, Mutat. Res. 19, 1 (1973); E. M. Witkin, E. C. Parisi, ibid. 25, 407 (1974); B. Rydberg, Mol. Gen. Genet. 152, 19 (1977). Crystal structure and base stacking properties: H. Sternglanz, C. E. Bugg, Biochim. Biophys. Acta 378, 1 (1975).
Properties: Prisms from water, mp 293°.
Melting point: mp 293°
Use: Exptly as mutagen.

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