Literature DB >> 3737416

Synthesis and properties of defined DNA oligomers containing base mispairs involving 2-aminopurine.

R Eritja, B E Kaplan, D Mhaskar, L C Sowers, J Petruska, M F Goodman.   

Abstract

DNA heptamers containing the mutagenic base analogue 2-aminopurine (AP) have been chemically synthesized and physically characterized. We report on the relative stabilities of base pairs between AP and each of the common DNA bases, as determined from heptamer duplex melts at 275 and 330 nm. Base pairs are ranked in order of decreasing stability: AP.T greater than AP.A greater than AP.C greater than AP.G. It is of interest that AP.A is more stable than AP.C even though DNA polymerase strongly favors the formation of AP.C over AP.A base pairs. Comparisons of melting profiles at 330 nm and 275 nm indicate that AP.T, AP.A, and AP.C base pairs are annealed in heptamer duplexes and melt 2-3 degrees prior to surrounding base pairs, whereas AP.G appears not to be annealed.

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Year:  1986        PMID: 3737416      PMCID: PMC311597          DOI: 10.1093/nar/14.14.5869

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


  20 in total

1.  Reversal of mutant phenotypes by 5-fluorouracil: an approach to nucleotide sequences in messenger-RNA.

Authors:  S P CHAMPE; S BENZER
Journal:  Proc Natl Acad Sci U S A       Date:  1962-04-15       Impact factor: 11.205

2.  THE DIFFERENCE BETWEEN SPONTANEOUS AND BASE-ANALOGUE INDUCED MUTATIONS OF PHAGE T4.

Authors:  E Freese
Journal:  Proc Natl Acad Sci U S A       Date:  1959-04       Impact factor: 11.205

3.  Complementary base pairing and the origin of substitution mutations.

Authors:  M D Topal; J R Fresco
Journal:  Nature       Date:  1976-09-23       Impact factor: 49.962

4.  Influence of neighboring bases on DNA polymerase insertion and proofreading fidelity.

Authors:  J Petruska; M F Goodman
Journal:  J Biol Chem       Date:  1985-06-25       Impact factor: 5.157

5.  Preparation and properties of poly 2-aminopurine ribotidylic acid.

Authors:  C Janion; D Shugar
Journal:  Acta Biochim Pol       Date:  1973       Impact factor: 2.149

6.  Asymmetry in forming 2-aminopurine . hydroxymethylcytosine heteroduplexes; A model giving misincorporation frequencies and rounds of DNA replication from base-pair populations in vivo.

Authors:  R Hopkins; M F Goodman
Journal:  J Mol Biol       Date:  1979-11-25       Impact factor: 5.469

7.  Detection of a guanine X adenine base pair in a decadeoxyribonucleotide by proton magnetic resonance spectroscopy.

Authors:  L S Kan; S Chandrasegaran; S M Pulford; P S Miller
Journal:  Proc Natl Acad Sci U S A       Date:  1983-07       Impact factor: 11.205

8.  Dialkylformamidines: depurination resistant N6-protecting group for deoxyadenosine.

Authors:  B C Froehler; M D Matteucci
Journal:  Nucleic Acids Res       Date:  1983-11-25       Impact factor: 16.971

9.  On the molecular basis of transition mutations: frequencies of forming 2-aminopurine.cytosine and adenine.cytosine base mispairs in vitro.

Authors:  S M Watanabe; M F Goodman
Journal:  Proc Natl Acad Sci U S A       Date:  1981-05       Impact factor: 11.205

10.  Influence of local nucleotide sequence on substitution of 2-aminopurine for adenine during deoxyribonucleic acid synthesis in vitro.

Authors:  R C Pless; M J Bessman
Journal:  Biochemistry       Date:  1983-10-11       Impact factor: 3.162

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  33 in total

1.  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

2.  Effects of strand and directional asymmetry on base-base coupling and charge transfer in double-helical DNA.

Authors:  Melanie A O'Neill; Jacqueline K Barton
Journal:  Proc Natl Acad Sci U S A       Date:  2002-12-16       Impact factor: 11.205

3.  DNA ligases ensure fidelity by interrogating minor groove contacts.

Authors:  Pingfang Liu; Artur Burdzy; Lawrence C Sowers
Journal:  Nucleic Acids Res       Date:  2004-08-24       Impact factor: 16.971

4.  DNA containing the base analogue 2-aminoadenine: preparation, use as hybridization probes and cleavage by restriction endonucleases.

Authors:  A Chollet; E Kawashima
Journal:  Nucleic Acids Res       Date:  1988-01-11       Impact factor: 16.971

5.  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

6.  Synthesis and properties of oligonucleotides containing 2'-deoxynebularine and 2'-deoxyxanthosine.

Authors:  R Eritja; D M Horowitz; P A Walker; J P Ziehler-Martin; M S Boosalis; M F Goodman; K Itakura; B E Kaplan
Journal:  Nucleic Acids Res       Date:  1986-10-24       Impact factor: 16.971

7.  Synthesis and restriction enzyme analysis of oligodeoxyribonucleotides containing the anti-cancer drug 2',2'-difluoro-2'-deoxycytidine.

Authors:  F C Richardson; K K Richardson; J S Kroin; L W Hertel
Journal:  Nucleic Acids Res       Date:  1992-04-11       Impact factor: 16.971

8.  Role of the 2-amino group of purines during dNTP polymerization by human DNA polymerase alpha.

Authors:  Jennifer N Patro; Milan Urban; Robert D Kuchta
Journal:  Biochemistry       Date:  2009-01-13       Impact factor: 3.162

9.  Protonation studies and multivariate curve resolution on oligodeoxynucleotides carrying the mutagenic base 2-aminopurine.

Authors:  R Gargallo; M Vives; R Tauler; R Eritja
Journal:  Biophys J       Date:  2001-11       Impact factor: 4.033

10.  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

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