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dc.contributor.author
Taverna Porro, Marisa Lia  
dc.contributor.author
Saint Pierre, Christine  
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Gasparutto, Didier  
dc.contributor.author
Ravanat, Jean Luc  
dc.date.available
2021-09-08T15:00:27Z  
dc.date.issued
2020-01  
dc.identifier.citation
Taverna Porro, Marisa Lia; Saint Pierre, Christine; Gasparutto, Didier; Ravanat, Jean Luc; Solid-phase synthesis of branched oligonucleotides containing a biologically relevant dCyd341 interstrand crosslink DNA lesion; Royal Society of Chemistry; Organic & Biomolecular Chemistry; 18; 10; 1-2020; 1892-1899  
dc.identifier.issn
1477-0520  
dc.identifier.uri
http://hdl.handle.net/11336/139898  
dc.description.abstract
Branched oligonucleotides containing a biologically relevant DNA lesion, dCyd341, which involves an interstrand crosslink between a cytosine base on one strand and a ribose moiety on the opposite strand, were prepared in a single automated solid-phase synthesis. For this, we first prepared the phosphoramidite analogue of dCyd341 bearing an orthogonal levulinyl protecting group. Then, following the synthesis of the first DNA strand containing dCyd341, the levulinic group was removed and the synthesis was then continued from the free base hydroxyl group at the branching point, using traditional phosphoramidites. The synthesized oligonucleotides were fully characterized by MALDI-TOF/MS and were enzymatically digested, and the presence of the lesion was confirmed by HPLC-MS/MS and the sequence was finally controlled upon exonuclease digestion followed by MALDI-TOF/MS analysis. The developed strategy was successfully employed for the preparation of several short linear and branched oligonucleotides containing the aforementioned lesion.  
dc.format
application/pdf  
dc.language.iso
eng  
dc.publisher
Royal Society of Chemistry  
dc.rights
info:eu-repo/semantics/openAccess  
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/  
dc.subject
BRANCHED OLIGONUCLEOTIDE  
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INTERSTRAND CROSS-LINKS  
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DNA DAMAGE  
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Química Orgánica  
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Ciencias Químicas  
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CIENCIAS NATURALES Y EXACTAS  
dc.title
Solid-phase synthesis of branched oligonucleotides containing a biologically relevant dCyd341 interstrand crosslink DNA lesion  
dc.type
info:eu-repo/semantics/article  
dc.type
info:ar-repo/semantics/artículo  
dc.type
info:eu-repo/semantics/publishedVersion  
dc.date.updated
2021-09-07T19:20:45Z  
dc.journal.volume
18  
dc.journal.number
10  
dc.journal.pagination
1892-1899  
dc.journal.pais
Reino Unido  
dc.journal.ciudad
Cambridge  
dc.description.fil
Fil: Taverna Porro, Marisa Lia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay. Instituto de Química y Metabolismo del Fármaco. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Instituto de Química y Metabolismo del Fármaco; Argentina  
dc.description.fil
Fil: Saint Pierre, Christine. Universite Grenoble Alpes; Francia  
dc.description.fil
Fil: Gasparutto, Didier. Universite Grenoble Alpes; Francia  
dc.description.fil
Fil: Ravanat, Jean Luc. Universite Grenoble Alpes; Francia  
dc.journal.title
Organic & Biomolecular Chemistry  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://xlink.rsc.org/?DOI=C9OB01021A  
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1039/C9OB01021A