Home LiteratureArticle Details
PMID: 2838807 Published · ppublish English Comparative Study Journal Article

Synthesis of decadeoxyribonucleotides containing 5-modified uracils and their interactions with restriction endonucleases Bgl II, Sau 3AI and Mbo I (nucleosides and nucleotides 82).

Nucleic acids research ·Vol. 16 ·No. 11 ·1988-06-10 ·Pages 4761-76

Hayakawa T, Ono A, Ueda T

Abstract

Decadeoxyribonucleotides containing uracil, 5-bromouracil, 5-cyanouracil and 5-ethyluracil in recognition sequences of restriction endonucleases Bgl II, Sau 3AI, Mbo I were synthesized. Decanucleotides containing 5-bromouracil in place of thymine had essentially the same susceptibility to all the restriction endonucleases. Uracil-containing decanucleotides were however very resistant to attack. Decanucleotides containing 5-cyanouracil in the recognition sequence were strongly resistant to hydrolysis by Sau 3AI, but were hydrolysed by Bgl II and Mbo I as well as the parent decanucleotide. Decanucleotides containing 5-ethyluracil were strongly resistant to hydrolysis by Sau 3AI, but were partially resistant to hydrolysis by Bgl II and Mbo I.

MeSH Terms
Bacterial Proteins Bromouracil Circular Dichroism DNA Restriction Enzymes/metabolism Deoxyribonucleases, Type II Site-Specific Deoxyribonucleotides/chemical synthesis,metabolism Structure-Activity Relationship Substrate Specificity Uracil/analogs & derivatives
Chemicals
Bacterial Proteins Deoxyribonucleotides 5-ethyluracil 5-cyanouracil Bromouracil Uracil DNA Restriction Enzymes BglII endonuclease Deoxyribonucleases, Type II Site-Specific GATC-specific type II deoxyribonucleases
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Hayakawa T
Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, Japan.
Ono A
Ueda T
References (22)
22 references, click to expand
  1. Role of thymidine residues in DNA recognition by the EcoRI and EcoRV restriction endonucleases.
    Nucleic Acids Res. 1986 Apr 25;14(8):3463-74 PMID: 3010238
  2. Interaction of the restriction endonuclease ScaI with its substrates.
    Nucleic Acids Res. 1985 Oct 11;13(19):7015-24 PMID: 2997733
  3. Minor-groove-modified oligonucleotides: synthesis of decadeoxynucleotides containing hypoxanthine, N2-methylguanine and 3-deazaadenine, and their interactions with restriction endonucleases Bgl II, Sau, 3AI, and Mbo I (Nucleosides and Nucleotides Part 75).
    Nucleic Acids Res. 1987 Apr 10;15(7):3059-72 PMID: 3031618
  4. DNA sequence analysis: a general, simple and rapid method for sequencing large oligodeoxyribonucleotide fragments by mapping.
    Nucleic Acids Res. 1974 Mar;1(3):331-53 PMID: 10793670
  5. Use of DNA polymerase I primed by a synthetic oligonucleotide to determine a nucleotide sequence in phage fl DNA.
    Proc Natl Acad Sci U S A. 1973 Apr;70(4):1209-13 PMID: 4577794
  6. "Aromatic" substituent constants for structure-activity correlations.
    J Med Chem. 1973 Nov;16(11):1207-16 PMID: 4747963
  7. Restriction and modification of a self-complementary octanucleotide containing the EcoRI substrate.
    J Mol Biol. 1975 Dec 5;99(2):237-61 PMID: 173854
  8. A restriction endonuclease from Staphylococcus aureus.
    Nucleic Acids Res. 1976 Nov;3(11):3193-202 PMID: 1005115
  9. EcoRI cleavage and methylation of DNAs containing modified pyrimidines in the recogintion sequence.
    J Biol Chem. 1977 May 25;252(10):3185-93 PMID: 863878
  10. Two sequence-specific endonucleases from Moraxella bovis.
    J Mol Biol. 1977 Jul;114(1):169-79 PMID: 909085
  11. The use of nuclease P1 in sequence analysis of end group labeled RNA.
    Nucleic Acids Res. 1977 Dec;4(12):4091-108 PMID: 202925
  12. Biochemical and genetic properties of site-specific restriction endonucleases in Bacillus globigii.
    J Bacteriol. 1978 Apr;134(1):338-44 PMID: 649568
  13. Simplications in the synthesis of short oligonucleotide blocks.
    Nucleic Acids Res. 1980 Nov 25;8(22):5461-71 PMID: 7465417
  14. Solid-phase synthesis of polynucleotides. IV. Usage of polystyrene resins for the synthesis of polydeoxyribonucleotides by the phosphostriester method.
    Nucleic Acids Res. 1980 Nov 25;8(22):5507-17 PMID: 7465420
  15. Single-strand and double-strand cleavage at half-modified and fully modified recognition sites for the restriction nucleases Sau3a and Taqi.
    Gene. 1980 Dec;12(3-4):267-75 PMID: 6265320
  16. Restriction enzyme digestion of hemimethylated DNA.
    Nucleic Acids Res. 1981 Jun 11;9(11):2509-15 PMID: 6269052
  17. Digestion of highly modified bacteriophage DNA by restriction endonucleases.
    Nucleic Acids Res. 1982 Mar 11;10(5):1579-91 PMID: 6280151
  18. Interaction of the HpaI endonuclease with synthetic oligonucleotides.
    Biochemistry. 1982 Sep 14;21(19):4693-700 PMID: 6291587
  19. Effect of nucleotide analogs on the cleavage of DNA by the restriction enzymes AluI, DdeI, HinfI, RsaI, and TaqI.
    J Biol Chem. 1983 Dec 25;258(24):15206-13 PMID: 6317689
  20. The influence of sequences adjacent to the recognition site on the cleavage of oligodeoxynucleotides by the EcoRI endonuclease.
    Eur J Biochem. 1984 Apr 2;140(1):83-92 PMID: 6323183
  21. Synthesis of deoxyoligonucleotides containing 7-deazaadenine: recognition and cleavage by restriction endonuclease Bgl II and Sau 3AI (nucleosides and nucleotides Part 55).
    Nucleic Acids Res. 1984 Dec 11;12(23):8939-49 PMID: 6096813
  22. Synthesis of decadeoxyribonucleotides containing N6-methyladenine, N4-methylcytosine, and 5-methylcytosine: recognition and cleavage by restriction endonucleases (nucleosides and nucleotides part 74).
    Nucleic Acids Res. 1987 Jan 12;15(1):219-32 PMID: 3029671
Article Info
Journal
Nucleic acids research
Abbr.
Nucleic Acids Res
ISSN
0305-1048
Published
1988-06-10
Pages
4761-76
Language
English
Region
England
NLM ID
0411011
PMCID
PMC336694
Subset
IM
Analysis Services
Analysis Services

Contact

No. 2 Wenbo Road, Zhangqiu District, Jinan, Shandong

Qilu Normal University · Genelibs Bioinformatics Lab

750 Shunhua Rd, Jinan

2F, Bldg F, University Science Park

Tel: 0531-88819269

WeChat Official Account

Follow our WeChat subscription account for real-time updates and the latest in medical and biological research.


Business Email

E-mail: [email protected]