ArticleNucleic acids research2008
Derivatization of DNAs with selenium at 6-position of guanine for function and crystal structure studies.
Article in Nucleic acids research, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed, 68 citations in OpenAlex.
- From U to mnm⁵Se²U: tuning base pairing preferences through 2-chalcogen and 5-methylaminomethyl modifications.Scientific reports · 2025Article
- Heavy Chalcogen Properties of Sulfur and Selenium Enhance Nucleic Acid-Based Therapeutics.Biomolecules · 2025Review
- Tellurium-Modified Nucleosides, Nucleotides, and Nucleic Acids with Potential Applications.Molecules (Basel, Switzerland) · 2022Review
- Excited-State Properties and Relaxation Pathways of Selenium-Substituted Guanine Nucleobase in Aqueous Solution and DNA Duplex.The journal of physical chemistry. B · 2021Article
- Sweet Selenium: Synthesis and Properties of Selenium-Containing Sugars and Derivatives.Pharmaceuticals (Basel, Switzerland) · 2020Review
- Solid-phase synthesis and structural characterisation of phosphoroselenolate-modified DNA: a backbone analogue which does not impose conformational bias and facilitates SAD X-ray crystallography.Chemical science · 2019Article
- Article
- Temperature-Induced Replacement of Phosphate Proton with Metal Ion Captured in Neutron Structures of A-DNA.Structure (London, England : 1993) · 2018Article
- Post-transcriptional labeling by using Suzuki-Miyaura cross-coupling generates functional RNA probes.Nucleic acids research · 2018Article
- Synthesis and optical behaviors of 6-seleno-deoxyguanosine.Science China. Chemistry · 2014Article
- Novel complex MAD phasing and RNase H structural insights using selenium oligonucleotides.Acta crystallographica. Section D, Biological crystallography · 2014Article
- Structural insights of non-canonical U*U pair and Hoogsteen interaction probed with Se atom.Nucleic acids research · 2013Article
- 2-Selenouridine triphosphate synthesis and Se-RNA transcription.RNA (New York, N.Y.) · 2013Article
- Synthesis of 6-Se-guanosine RNAs for structural study.Organic letters · 2013Article
- Synthesis of novel di-Se-containing thymidine and Se-DNAs for structure and function studies.Science China. Chemistry · 2013Article
- Novel RNA base pair with higher specificity using single selenium atom.Nucleic acids research · 2012Article
- Selenol protecting groups in organic chemistry: special emphasis on selenocysteine Se-protection in solid phase peptide synthesis.Molecules (Basel, Switzerland) · 2011Review
- Synthesis of the 5'-Se-thymidine phosphoramidite and convenient labeling of DNA oligonucleotide.Organic letters · 2011Article
- Mild detritylation of nucleic acid hydroxyl groups by warming up.Nucleosides, nucleotides & nucleic acids · 2011Article
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
To investigate nucleic acid base pairing and stacking via atom-specific mutagenesis and crystallography, we have synthesized for the first time the 6-Se-deoxyguanosine phosphoramidite and incorporated it into DNAs via solid-phase synthesis with a coupling yield over 97%. We found that the UV absorption of the Se-DNAs red-shifts over 100 nm to 360 nm (epsilon = 2.3 x 10(4) M(-1) cm(-1)), the Se-DNAs are yellow colored, and this Se modification is relatively stable in water and at elevated temperature. Moreover, we successfully crystallized a ternary complex of the Se-G-DNA, RNA and RNase H. The crystal structure determination and analysis reveal that the overall structures of the native and Se-modified nucleic acid duplexes are very similar, the selenium atom participates in a Se-mediated hydrogen bond (Se ... H-N), and the (Se)G and C form a base pair similar to the natural G-C pair though the Se-modification causes the base-pair to shift (approximately 0.3 A). Our biophysical and structural studies provide new insights into the nucleic acid flexibility, duplex recognition and stability. Furthermore, this novel selenium modification of nucleic acids can be used to investigate chemogenetics and structure of nucleic acids and their protein complexes.
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