ArticleBiochemistry2012
The conformationally constrained N-methanocarba-dT analogue adopts an unexpected C4'-exo sugar pucker in the structure of a DNA hairpin.
Article in Biochemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Expanding the repertoire of methanocarba nucleosides from purinergic signaling to diverse targets.RSC medicinal chemistry · 2021Review
- siRNAs containing 2'-fluorinated Northern-methanocarbacyclic (2'-F-NMC) nucleotides: in vitro and in vivo RNAi activity and inability of mitochondrial polymerases to incorporate 2'-F-NMC NTPs.Nucleic acids research · 2021Article
- Coupling between conformational dynamics and catalytic function at the active site of the lead-dependent ribozyme.RNA (New York, N.Y.) · 2018Article
- Fluorinated Nucleotide Modifications Modulate Allele Selectivity of SNP-Targeting Antisense Oligonucleotides.Molecular therapy. Nucleic acids · 2017Article
- Phosphates in the Z-DNA dodecamer are flexible, but their P-SAD signal is sufficient for structure solution.Acta crystallographica. Section D, Biological crystallography · 2014Article
- Synthesis of a North-methanocarba-thymidine (N-MCT) analog.Current protocols in nucleic acid chemistry · 2012Article
- Differential furanose selection in the active sites of archaeal DNA polymerases probed by fixed-conformation nucleotide analogues.Biochemistry · 2012Article
- The solution structure of double helical arabino nucleic acids (ANA and 2'F-ANA): effect of arabinoses in duplex-hairpin interconversion.Nucleic acids research · 2012Article
- The effect on quadruplex stability of North-nucleoside derivatives in the loops of the thrombin-binding aptamer.Bioorganic & medicinal chemistry · 2012Article
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Authors and funding
3 authors.
Funding
Abstract
Incorporation of a bicyclo[3.1.0]hexane scaffold into the nucleoside sugar was devised to lock the embedded cyclopentane ring in conformations that mimic the furanose North and South sugar puckers. To analyze the effects of North-methanocarba-2'-deoxythymidine (N-MCdT) on the B-form DNA, we crystallized d(CGCGAA[mcTmcT]CGCG) with two N-MCdTs. Instead of a duplex, the 12mer forms a tetraloop hairpin, whereby loop N-MCdTs adopt the C4'-exo pucker (NE; P = 50°). Thus, the bicyclic framework does not limit the pucker to the anticipated C2'-exo range (NNW; P = -18°).
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Registered trials
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