Abstract
Decauridylate containing exclusively a 2'-5' phospho-diester bond ([2'-5']U10) served as a template for the synthesis of oligoadenylates [oligo(A)s] from the 5'-phosphorimidazolide of 2'-5' diadenylate (ImpA-2'p5'A). Joining of [2'-5']U10and ImpA2'p5'A also took place in substantial amounts to yield long-chain oligoribonucleotides in the template-directed reaction. An unusual CD spectrum ascribed to helix formation between [2'-5']U10and [2'-5'](pA)2was observed under the same conditions as that of the template-directed reaction. The 3'-5' linked decauridylate ([3'-5']U10) also promoted the template-directed synthesis of oligo(A)s from ImpA2'p5'A, but more slowly compared with [2'-5']U10. The results indicate that short-chain RNA oligomers with a 2'-5' phosphodiester bond could lead to longer oligoribonucleotides by template-directed chain elongation.
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- Bartel D. P., Szostak J. W. Isolation of new ribozymes from a large pool of random sequences [see comment]. Science. 1993 Sep 10;261(5127):1411–1418. doi: 10.1126/science.7690155. [DOI] [PubMed] [Google Scholar]
- Ding P. Z., Kawamura K., Ferris J. P. Oligomerization of uridine phosphorimidazolides on montmorillonite: a model for the prebiotic synthesis of RNA on minerals. Orig Life Evol Biosph. 1996 Apr;26(2):151–171. doi: 10.1007/BF01809853. [DOI] [PubMed] [Google Scholar]
- Ertem G., Ferris J. P. Synthesis of RNA oligomers on heterogeneous templates. Nature. 1996 Jan 18;379(6562):238–240. doi: 10.1038/379238a0. [DOI] [PubMed] [Google Scholar]
- Ertem G., Ferris J. P. Template-directed synthesis using the heterogeneous templates produced by montmorillonite catalysis. A possible bridge between the prebiotic and RNA worlds. J Am Chem Soc. 1997 Aug 6;119(31):7197–7201. doi: 10.1021/ja970422h. [DOI] [PubMed] [Google Scholar]
- Ferris J. P., Ertem G. Montmorillonite catalysis of RNA oligomer formation in aqueous solution. A model for the prebiotic formation of RNA. J Am Chem Soc. 1993;115(26):12270–12275. doi: 10.1021/ja00079a006. [DOI] [PubMed] [Google Scholar]
- Ferris J. P., Ertem G. Oligomerization of ribonucleotides on montmorillonite: reaction of the 5'-phosphorimidazolide of adenosine. Science. 1992 Sep 4;257(5075):1387–1389. doi: 10.1126/science.1529338. [DOI] [PubMed] [Google Scholar]
- Giannaris P. A., Damha M. J. Oligoribonucleotides containing 2',5'-phosphodiester linkages exhibit binding selectivity for 3',5'-RNA over 3',5'-ssDNA. Nucleic Acids Res. 1993 Oct 11;21(20):4742–4749. doi: 10.1093/nar/21.20.4742. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Inoue T., Orgel L. E. A nonenzymatic RNA polymerase model. Science. 1983 Feb 18;219(4586):859–862. doi: 10.1126/science.6186026. [DOI] [PubMed] [Google Scholar]
- Joyce G. F. Nonenzymatic template-directed synthesis of informational macromolecules. Cold Spring Harb Symp Quant Biol. 1987;52:41–51. doi: 10.1101/sqb.1987.052.01.008. [DOI] [PubMed] [Google Scholar]
- Kanaya E., Yanagawa H. Template-directed polymerization of oligoadenylates using cyanogen bromide. Biochemistry. 1986 Nov 18;25(23):7423–7430. doi: 10.1021/bi00371a026. [DOI] [PubMed] [Google Scholar]
- Kawamura K., Ferris J. P. Kinetic and mechanistic analysis of dinucleotide and oligonucleotide formation from the 5'-phosphorimidazolide of adenosine on Na(+)-montmorillonite. J Am Chem Soc. 1994;116(17):7564–7572. doi: 10.1021/ja00096a013. [DOI] [PubMed] [Google Scholar]
- Kierzek R., He L., Turner D. H. Association of 2'-5' oligoribonucleotides. Nucleic Acids Res. 1992 Apr 11;20(7):1685–1690. doi: 10.1093/nar/20.7.1685. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Lohrmann R., Bridson P. K., Orgel L. E. Efficient metal-ion catalyzed template-directed oligonucleotide synthesis. Science. 1980 Jun 27;208(4451):1464–1465. doi: 10.1126/science.6247762. [DOI] [PubMed] [Google Scholar]
- Lohrmann R., Orgel L. E. Reactions of adenosine 5'phosphorimidazolide with adenosine analogs on a polyuridylic acid template. J Mol Biol. 1977 Jun 15;113(1):193–198. doi: 10.1016/0022-2836(77)90049-3. [DOI] [PubMed] [Google Scholar]
- Lohrmann R., Orgel L. E. Studies of oligoadenylate formation on a poly (U) template. J Mol Evol. 1979 Mar 15;12(3):237–257. doi: 10.1007/BF01732341. [DOI] [PubMed] [Google Scholar]
- Orgel L. E. Molecular replication. Nature. 1992 Jul 16;358(6383):203–209. doi: 10.1038/358203a0. [DOI] [PubMed] [Google Scholar]
- Orgel L. E. Unnatural selection in chemical systems. Acc Chem Res. 1995 Mar;28(3):109–118. doi: 10.1021/ar00051a004. [DOI] [PubMed] [Google Scholar]
- Rohatgi R., Bartel D. P., Szostak J. W. Kinetic and mechanistic analysis of nonenzymatic, template-directed oligoribonucleotide ligation. J Am Chem Soc. 1996 Apr 10;118(14):3332–3339. doi: 10.1021/ja953712b. [DOI] [PubMed] [Google Scholar]
- Rohatgi R., Bartel D. P., Szostak J. W. Nonenzymatic, template-directed ligation of oligoribonucleotides is highly regioselective for the formation of 3'-5' phosphodiester bonds. J Am Chem Soc. 1996 Apr 10;118(14):3340–3344. doi: 10.1021/ja9537134. [DOI] [PubMed] [Google Scholar]
- Sawai H. Catalysis of internucleotide bond formation by divalent metal ions. J Am Chem Soc. 1976 Oct 27;98(22):7037–7039. doi: 10.1021/ja00438a050. [DOI] [PubMed] [Google Scholar]
- Sawai H., Kuroda K., Seki J., Ozaki H. Conformational and stacking properties of 3'-5' and 2'-5' linked oligoribonucleotides studied by CD. Biopolymers. 1996 Aug;39(2):173–182. doi: 10.1002/(sici)1097-0282(199608)39:2<173::aid-bip5>3.0.co;2-m. [DOI] [PubMed] [Google Scholar]
- Sawai H. Oligonucleotide formation catalyzed by divalent metal ions. The uniqueness of the ribosyl system. J Mol Evol. 1988;27(3):181–186. doi: 10.1007/BF02100072. [DOI] [PubMed] [Google Scholar]
- Sawai H., Seki J., Ozaki H. Comparative studies of duplex and triplex formation of 2'-5' and 3'-5' linked oligoribonucleotides. J Biomol Struct Dyn. 1996 Jun;13(6):1043–1051. doi: 10.1080/07391102.1996.10508919. [DOI] [PubMed] [Google Scholar]
- Sleeper H. L., Lohrmann R., Orgel L. E. Template-directed synthesis of oligoadenylates catalyzed by Pb2+ ions. J Mol Evol. 1979 Oct;13(3):203–214. doi: 10.1007/BF01739480. [DOI] [PubMed] [Google Scholar]
- Usher D. A., McHale A. H. Hydrolytic stability of helical RNA: a selective advantage for the natural 3',5'-bond. Proc Natl Acad Sci U S A. 1976 Apr;73(4):1149–1153. doi: 10.1073/pnas.73.4.1149. [DOI] [PMC free article] [PubMed] [Google Scholar]