Nonenzymatic template-directed synthesis on hairpin oligonucleotides. 3. Incorporation of adenosine and uridine residues.
Abstract
We have used [32P]-labeled hairpin oligonucleotides to study template-directed synthesis on templates containing one or more A or T residues within a run of C residues. When nucleoside-5'-phosphoro(2-methyl)imidazolides are used as substrates, isolated A and T residues function efficiently in facilitating the incorporation of U and A, respectively. The reactions are regiospecific, producing mainly 3'-5'-phosphodiester bonds. Pairs of consecutive non-C residues are copied much less efficiently. Limited synthesis of CA and AC sequences on templates containing TG and GT sequences was observed along with some synthesis of the AA sequences on templates containing TT sequences. The other dimer sequences investigated, AA, AG, GA, TA, and AT, could not be copied. If A is absent from the reaction mixture, misincorporation of G residues is a significant reaction on templates containing an isolated T residue or two consecutive T residues. However, if both A and G are present, A is incorporated to a much greater extent than G. We believe that wobble-pairing between T and G is responsible for misincorporation when only G is present.
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Activated A and U monomers are added to a primer much more slowly than activated G or C monomers.
“2-Methylimidazole-activated AMP or UMP (2-MeImpA or 2-MeImpU)9 are added to the 3′-end of a primer (annealed to a complementary template) at a much slower rate than 2-MeImpG or 2-MeImpC.10−12”
From Replacing Uridine with 2-Thiouridine Enhances the Rate and Fidelity of Nonenzymatic RNA Primer Extension (2015) · cites this paper as [12]
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- Authors
- Wu, T., & Orgel, L. E.
- Affiliations
- Salk Institute for Biological Studies (US)
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1992-10
- Volume
- 114
- Issue
- 21
- Pages
- 7963-7969
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1977455877
- Cited by
- 103
- References
- 0
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- FWCI
- 0.79
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the American Chemical Society (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA and Nucleic Acid Chemistry
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › RNA and protein synthesis mechanisms
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Advanced biosensing and bioanalysis techniques
- Keywords
- hairpin oligonucleotides, uridine incorporation, regiospecificity, misincorporation, wobble pairing, oligonucleotide synthesis
- MeSH terms
- Adenine, Adenosine, Base Composition, Base Sequence, Cytidine Monophosphate, Cytosine, Guanine, Guanosine Monophosphate, Molecular Sequence Data, Oligonucleotides, Polymers, Templates, Genetic, Thymidine, Thymine, Uridine
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
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