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Sökning: db:Swepub > Övrigt vetenskapligt > Uppsala universitet > Chattopadhyaya J > Tidskriftsartikel

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  • Acharya, P, et al. (författare)
  • Measurement of nucleobase pKa values in model mononucleotides shows RNA-RNA duplexes to be more stable than DNA-DNA duplexes.
  • 2004
  • Ingår i: J Am Chem Soc. - 0002-7863. ; 126:9, s. 2862-9
  • Tidskriftsartikel (övrigt vetenskapligt)abstract
    • To understand why the RNA-RNA duplexes in general has a higher thermodynamic stability over the corresponding DNA-DNA duplexes, we have measured the pK(a) values of both nucleoside 3',5'-bis-ethyl phosphates [Etp(d/rN)pEt] and nucleoside 3'-ethyl phosphates [(d/rN)pEt] (N = A, G, C, or T/U), modeling as donors and acceptors of base pairs in duplexes. While the 3',5'-bis-phosphates, Etp(d/rN)pEt, mimic the internucleotidic monomeric units of DNA and RNA, in which the stacking contribution is completely absent, the 3'-ethyl phosphates, (d/rN)pEt, mimic the nucleotide at the 5'-end. The pK(a) values of the nucleobase in each of these model nucleoside phosphates have been determined with low pK(a) error (sigma = +/-0.01 to 0.02) by (1)H NMR (at 500 MHz) with 20-33 different pH measurements for each compound. This study has led us to show the following: (1) All monomeric DNA nucleobases are more basic than the corresponding RNA nucleobases in their respective Etp(d/rN)pEt and (d/rN)pEt. (2) The pK(a) values of the monomeric nucleotide blocks as well as Delta pK(a) values between the donor and acceptor can be used to understand the relative base-pairing strength in the oligomeric duplexes in the RNA and DNA series. (3) The Delta G*(pKa) of the donor and acceptor of the base pair in duplexes enables a qualitative dissection of the relative strength of the base-pairing and stacking in the RNA-RNA over the DNA-DNA duplexes. (4) It is also found that the relative contribution of base-pairing strength and nucleobase stacking in RNA-RNA over DNA-DNA is mutually compensating as the % A-T/U content increases or decreases. This interdependency of stacking and hydrogen bonding can be potentially important in the molecular design of the base-pair mimics to expand the alphabet of the genetic code.
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  • BURKHART, BM, et al. (författare)
  • 2',3'-DIDEOXY-3'-C,2'-N-[(3R,5R)-5-ETHOXYCARBONYL-2-METHYL-1,2-ISOXAZOLIDINE]-RIBOTHYMIDINE
  • 1995
  • Ingår i: ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS. - 0108-2701. ; 51, s. 1462-1464
  • Tidskriftsartikel (övrigt vetenskapligt)abstract
    • The title compound, C15H21N3O7, is a thymidine derivative with a tetrahydroisoxazole (THI) ring fused to the sugar ring at the 2'- and 3'-C atoms, The thymine base is in an anti conformation [chi = -122.5 (3)degrees] while the ribose moiety has a C2'-exo,
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  • Resultat 1-10 av 63
  • [1]234567Nästa
 
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