An atypical deoxynucleoside triphosphate inBacillus subtilis infected with bacteriophage SP10c

Dosmar, M; Witmer, H

doi:10.1007/bf02602877

Cited by 12 publications

(19 citation statements)

References 12 publications

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“…1). Two cases of Thy nucleotide biosynthesis independent of thymidylate synthetase or of the salvage pathway have been reported, namely, the synthesis of Thy residues for the DNA of Pseudomonas phage 4W14 (22) and for that of Bacillus phage SP10 (2). The biosynthesis of both of these DNAs seems to involve conversion of 5-hydroxymethyluracil residues in phage DNA to Thy residues, that is, the formation of Thy at the polynucleotide level.…”

Section: Resultsmentioning

confidence: 99%

“…The biosynthesis of both of these DNAs seems to involve conversion of 5-hydroxymethyluracil residues in phage DNA to Thy residues, that is, the formation of Thy at the polynucleotide level. Furthermore, this unusual means of biosynthesis of Thy residues apparently completely replaces the normal pathway for dTTP production in these phage-infected cells and is also used for synthesis of the highly modified Thy residues found in the mature phage DNAs (2,22).…”

Section: Resultsmentioning

confidence: 99%

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5-methyl-dCTP deaminase induced by bacteriophage XP-12

Wang¹,

Ehrlich²

1982

J Virol

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Bacteriophage XP-12, whose DNA contains 34 mol% 5-methylcytosine, induces the synthesis of a unique enzyme, 5-methyl-dCTP deaminase. The substrate for this enzyme, 5-methyl-dCTP, is produced by reactions catalyzed in part by other phage-induced enzymes, and the product of the reaction is dTTP. The deaminase therefore provides a novel pathway for biosynthesis of thymine residues for phage XP-12 DNA. Evidencd is presented that this pathway is used for dTTP synthesis in XP-12-infected Xanthomonas oryzae.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

5-methyl-dCTP deaminase induced by bacteriophage XP-12

Wang¹,

Ehrlich²

1982

J Virol

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“…In SP10 DNA, 15 to 20% of the thymine is replaced with a base carrying a secondary amine function at C-5 of the uracil ring (M. Mandel, personal communication). The thymine is formed at the polynucleotide level, probably from hmUra (3,18). Infection with SP10 also leads to the inhibition of host thymidylate synthase (18) and to the appearance of dTTPase (12) and dUMP hydroxymethylase (18) activities; hmdUTP is also found in the infected cells (3).…”

Section: Discussionmentioning

confidence: 99%

Bacteriophage phi W-14-infected Pseudomonas acidovorans synthesizes hydroxymethyldeoxyuridine triphosphate

Neuhard¹,

Maltman²,

Warren³

1980

J Virol

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The infection of Pseudomonas acidovorans with bacteriophage phi W-14 leads to the gradual disappearance of dTTP from the cells and to the appearance of hydroxymethy dUTP (hmdUTP). Infected-cell contain dUMP hydroxymethylase and activities converting hmdUMP to humdUDP and hmdUTP. Hydroxymethylase appears immediately after infection, reaching a maximum 20 min later. Thymidylate synthase activity decreases to less than 10% of the preinfection level during the initial 40 min after infection. Newly replicated DNA contains 2 to 3% hydroxymethyluracil. Although uracil is released from newly replicated DNA by acid hydrolysis, uracil is not incorporated as such into phi W-14 DNA, and dUTP is not present in the acid-soluble pool of infected cells. It is concluded that the thymine and alpha-putrescinylthymine in phi W-14 DNA are formed from hydroxymethyluracil at the polynucleotide level and that an intermediate in one or both of these conversions is degraded to uracil by acid hydrolysis. The modification of hydroxymethyluracil is coupled tightly to replication.

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“…2,3 Presence of the hypermodified DHPU has also been associated with high levels of resistance to endonucleases 4 and DNA T4 ligase, 5 although potential roles of DHPU in the control of bacteriophage transcription and translation are not well understood. [6][7][8] DHPU was isolated from SP-15 DNA after formic acid hydrolysis. 2 Neither elucidation of its biosynthetic pathway nor identification of the sequence of steps leading to its incorporation into SP-15 DNA have been established.…”

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confidence: 99%

Synthesis of (S)-5-(4,5-Dihydroxypentyl)uracil from Pseudouridine and Clarification of Stereochemistry¹

Maeba¹,

Morishita²,

Francom³

et al. 1998

J. Org. Chem.

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Approximately half of the thymine bases in the large transducing bacteriophage SP-15 of Bacillus subtilis were replaced by (S)-5-(4,5-dihydroxypentyl)uracil (DHPU, 7). 2,3 Incorporation of DHPU with its chiral dihydroxypentyl side chain in place of thymine confers novel physical properties on SP-15 DNA including a lower melting temperature (T m ) 61.5°C), increased buoyant density (CsCl), and alkaline lability. 2 Phosphoglucuronidation of one hydroxyl on the pentyl side chain and glucosidation of the other occurs, and this hypermodification is responsible for the observed increase in buoyant density. 2,3 Presence of the hypermodified DHPU has also been associated with high levels of resistance to endonucleases 4 and DNA T4 ligase, 5 although potential roles of DHPU in the control of bacteriophage transcription and translation are not well understood. [6][7][8] DHPU was isolated from SP-15 DNA after formic acid hydrolysis. 2

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An atypical deoxynucleoside triphosphate inBacillus subtilis infected with bacteriophage SP10c

Cited by 12 publications

References 12 publications

5-methyl-dCTP deaminase induced by bacteriophage XP-12

5-methyl-dCTP deaminase induced by bacteriophage XP-12

Bacteriophage phi W-14-infected Pseudomonas acidovorans synthesizes hydroxymethyldeoxyuridine triphosphate

Synthesis of (S)-5-(4,5-Dihydroxypentyl)uracil from Pseudouridine and Clarification of Stereochemistry¹

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An atypical deoxynucleoside triphosphate inBacillus subtilis infected with bacteriophage SP10c

Cited by 12 publications

References 12 publications

5-methyl-dCTP deaminase induced by bacteriophage XP-12

5-methyl-dCTP deaminase induced by bacteriophage XP-12

Bacteriophage phi W-14-infected Pseudomonas acidovorans synthesizes hydroxymethyldeoxyuridine triphosphate

Synthesis of (S)-5-(4,5-Dihydroxypentyl)uracil from Pseudouridine and Clarification of Stereochemistry1

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Synthesis of (S)-5-(4,5-Dihydroxypentyl)uracil from Pseudouridine and Clarification of Stereochemistry¹