HELICAL STRUCTURES OF HETEROCHIRAL ADENYLYL-(3’-5’)-ADENOSINES AND THEIR ABILITY TO FORM TRIPLE HELIX WITH POLY(U)

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Bibliographic Information

Other Title
  • ヘテロキラルADENYLYL-(3’-5’)-ADENOSINEのらせん構造およびPOLY(U)との三重鎖形成能

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Description

<p>  We synthesized four optical isomers [D-(ApA), ADpAL, ALpAD, L-(ApA)] of adenylyl-(3’-5’)-adenosine (ApA) and investigated the chemical and helical structures of the dimers by means of enzymatic digestion, circular dichroism (CD) and UV melting experiments. The results of enzymatic digestion experiments with nuclease P1, snake venom phosphodiesterase (SVPD) and RNase T2 confirmed the chemical structures of the dimers. It is known that D-(ApA) and L-(ApA) form right- and left-handed helical structures, respectively [P. O. P. Ts’o et al. Biochemistry, 9, 3499-3514 (1970)]. The CD spectra of the heterochiral dimers suggested that ALpAD has a right-handed helical sense whereas ADpAL has a left-handed helical sense. This result was also confirmed by UV melting experiments of the triple helices formed by the dimers with D-poly(U), which showed that the thermal stability of D-(ApA)•2poly(U) and ALpAD•2poly(U) is much higher than that of L-(ApA)•2poly(U) and ADpAL•2poly(U). Thus, the propensity of ALpAD to form the right-handed helical structure is similar to that of D-(ApA), whereas L-(ApA) and ADpAL have the similar propensity of resisting the formation of the right-handed helical structure. These results indicate that the chirality of the 3’-end residue is the primary factor for determining the helical sense of ApA. On the basis of the above results, the chemical evolution of RNA and the origin of the homochirality of RNA were discussed.</p>

Journal

  • Viva Origino

    Viva Origino 30 (4), 173-181, 2002

    The Society for the Study of the Origin and Evolution of Life Japan

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Details 詳細情報について

  • CRID
    1390572642465308928
  • NII Article ID
    130008163031
  • DOI
    10.50968/vivaorigino.30.4_173
  • ISSN
    13466933
    09104003
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Allowed

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