Literature DB >> 2838824

A new approach to the synthesis of a protected 2-aminopurine derivative and its incorporation into oligodeoxynucleotides containing the Eco RI and Bam HI recognition sites.

L W McLaughlin1, T Leong, F Benseler, N Piel.   

Abstract

A protected 2-aminopurine nucleoside suitable for incorporation into oligodeoxynucleotides using phosphite triester chemical synthesis procedures has been prepared via oxidation of a purine hydrazino derivative with silver (I) oxide. Five oligodeoxynucleotides containing Eco RI and Bam HI recognition sites have been prepared such that, in the double stranded form, the 2-aminopurine base has either a complementary thymine or cytosine nucleobase. The helix character and thermodynamic parameters for helix formation have been examined.

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Year:  1988        PMID： 2838824      PMCID： PMC336789          DOI： 10.1093/nar/16.12.5631

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN： 0305-1048            Impact factor:   16.971


  34 in total

1.  Sequence-specific recognition of double helical nucleic acids by proteins.

Authors:  N C Seeman; J M Rosenberg; A Rich
Journal:  Proc Natl Acad Sci U S A       Date:  1976-03       Impact factor: 11.205

2.  Studies of gene control regions. III. Binding of synthetic and modified synthetic lac operator DNAs to lactose repressor.

Authors:  D G Yansura; D V Goeddel; D L Cribbs; M H Caruthers
Journal:  Nucleic Acids Res       Date:  1977-03       Impact factor: 16.971

3.  Effects of functional group changes in the EcoRI recognition site on the cleavage reaction catalyzed by the endonuclease.

Authors:  L W McLaughlin; F Benseler; E Graeser; N Piel; S Scholtissek
Journal:  Biochemistry       Date:  1987-11-17       Impact factor: 3.162

4.  Reaction of cytidine with semicarbazide in the presence of bisulfite. A rapid modification specific for single-stranded polynucleotide.

Authors:  H Hayatsu
Journal:  Biochemistry       Date:  1976-06-15       Impact factor: 3.162

5.  Studies on gene control regions. VI. The 5- methyl of thymine, a lac repressor recognition site.

Authors:  D V Goeddel; D G Yansura; M H Caruthers
Journal:  Nucleic Acids Res       Date:  1977-09       Impact factor: 16.971

6.  Studies on purine-pyrimidine hydrogen bonded base pairing by means of absorption and emission sectroscopy.

Authors:  W Wagner; M Zaborowska; W Puzyna; D Shugar
Journal:  Z Naturforsch C Biosci       Date:  1974 Nov-Dec

7.  Synthesis and antitumor activity of alpha-and beta-2'-deoxy-6-selenoguanosine and certain related derivatives.

Authors:  G H Milne; L B Townsend
Journal:  J Med Chem       Date:  1974-03       Impact factor: 7.446

8.  Studies on gene control regions. VII. Effect of 5-bromuracil-substituted lac operators on the lac operator-lac repressor interaction.

Authors:  D V Goeddel; D G Yansura; C Winston; M H Caruthers
Journal:  J Mol Biol       Date:  1978-08-25       Impact factor: 5.469

9.  Effect of 2-aminopurine and 2-aminopurine 2'-deoxyriboside on nucleic acid synthesis in Ehrlich ascites cells in vitro.

Authors:  S Frederiksen
Journal:  Biochem Pharmacol       Date:  1965-05       Impact factor: 5.858

10.  The stereochemical basis of template function.

Authors:  H R Rackwitz; K H Scheit
Journal:  Eur J Biochem       Date:  1977-01-03
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  15 in total

1.  Sequence dependence of energy transfer in DNA oligonucleotides.

Authors:  D G Xu; T M Nordlund
Journal:  Biophys J       Date:  2000-02       Impact factor: 4.033

2.  Distinguishing "looped-out" and "stacked-in" DNA bulge conformation using fluorescent 2-aminopurine replacing a purine base.

Authors:  Yugao Jiao; Sandra Stringfellow; Hongtao Yu
Journal:  J Biomol Struct Dyn       Date:  2002-04

3.  Bifacial nucleoside as a surrogate for both T and A in duplex DNA.

Authors:  Dongwon Shin; Yitzhak Tor
Journal:  J Am Chem Soc       Date:  2011-04-15       Impact factor: 15.419

4.  2-Aminopurine as a fluorescent probe for DNA base flipping by methyltransferases.

Authors:  B Holz; S Klimasauskas; S Serva; E Weinhold
Journal:  Nucleic Acids Res       Date:  1998-02-15       Impact factor: 16.971

5.  Modified nucleotides reveal the indirect role of the central base pairs in stabilizing the lac repressor-operator complex.

Authors:  X Zhang; P A Gottlieb
Journal:  Nucleic Acids Res       Date:  1995-05-11       Impact factor: 16.971

6.  4-Cyanoindole-2'-deoxyribonucleoside (4CIN): A Universal Fluorescent Nucleoside Analogue.

Authors:  Kellan T Passow; Daniel A Harki
Journal:  Org Lett       Date:  2018-07-10       Impact factor: 6.005

7.  Recognition of 5-aminouracil (U(#)) in the central strand of a DNA triplex: orientation selective binding of different third strand bases.

Authors:  V S Rana; K N Ganesh
Journal:  Nucleic Acids Res       Date:  2000-03-01       Impact factor: 16.971

8.  The synthesis of 2-pyrimidinone nucleosides and their incorporation into oligodeoxynucleotides.

Authors:  B Gildea; L W McLaughlin
Journal:  Nucleic Acids Res       Date:  1989-03-25       Impact factor: 16.971

9.  The interaction of DNA duplexes containing 2-aminopurine with restriction endonucleases EcoRII and SsoII.

Authors:  O V Petrauskene; S Schmidt; A S Karyagina; I I Nikolskaya; E S Gromova; D Cech
Journal:  Nucleic Acids Res       Date:  1995-06-25       Impact factor: 16.971

10.  Synthesis and properties of oligonucleotides containing 4-thiothymidine, 5-methyl-2-pyrimidinone-1-beta-D(2'-deoxyriboside) and 2-thiothymidine.

Authors:  B A Connolly; P C Newman
Journal:  Nucleic Acids Res       Date:  1989-07-11       Impact factor: 16.971
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