Cellular pharmacology and biological activity of 5-carboranyl-2′-deoxyuridine

Schinazi, Raymond F.; Goudgaon, Ν. M.; Fulcrand, Geraldine; Kattan, Yahya El; Leśnikowski, Zbigniew J.; Ullas, G. V.; Moravek, Joseph; Liotta, Dennis

doi:10.1016/0360-3016(94)90485-5

Cited by 47 publications

(23 citation statements)

References 11 publications

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“…All E6 and E7 proteins showed conserved zinc-binding domains (two domain CXXC-X29-CXXC for E6 and single domain CXXC-X30-CXXC for E7) but lacked for PDZbinding motif (ETQL) and retinoblastoma (pRb) proteinbinding site that is present in high-risk oncogenic PVs [30] although it has been shown for canine papillomavirus 2 that a distinct region is responsible for pRb binding and degradation [31]. The long control region [32] between E2 and L2 was 648, 714 and 842 bases long. Conserved helicase domain, the conserved ATP-binding site of the ATPdependent helicase (GXXXXGK[T/S]), cyclin A interaction motifs and the leucine-zipper domain were identified within the hypothetical proteins (Supplementary material 4).…”

Section: Taupapillomavirus Genomesmentioning

confidence: 99%

Nasal virome of dogs with respiratory infection signs include novel taupapillomaviruses

et al. 2019

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Using viral metagenomics, we characterized the mammalian virome of nasal swabs from 57 dogs with unexplained signs of respiratory infection showing mostly negative results using the IDEXX Canine Respiratory Disease RealPCR™ Panel. We identified canine parainfluenza virus 5, canine respiratory coronavirus, carnivore bocaparvovirus 3, canine circovirus and canine papillomavirus 9. Novel canine taupapillomaviruses (CPV21-23) were also identified in 3 dogs and their complete genome sequenced showing L1 nucleotide identity ranging from 68.4 to 70.3% to their closest taupapillomavirus relative. Taupapillomavirus were the only mammalian viral nucleic acids detected in two affected dogs, while a third dog was coinfected with low levels of canine parainfluenza 5. A role for these taupapillomavirues in canine respiratory disease remains to be determined.Publisher's Note Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

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Section: Taupapillomavirus Genomesmentioning

confidence: 99%

Nasal virome of dogs with respiratory infection signs include novel taupapillomaviruses

et al. 2019

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“…CDU (20) was prepared as described in the literature starting from commercially available 5-iodo-2'-deoxyuridine [74,75]. The protected nucleoside precursor 5-iodo-3',5'-(O,O-dibenzoyl)-2'-deoxyuridine (18) was prepared from 5-iodo-2'-deoxyuridine under treatment with benzoyl chloride, then compound 18 was coupled with trimethylsilylacetylene in the presence of bis(triphenylphosphine)palladium(II) chloride/CuI yielding 5-trimethylsilylethynyl-3',5'-(O,O-dibenzoyl)-2'-deoxyuridine (19).…”

Section: Dna-oligonucleotides Modified With Boron Clustersmentioning

confidence: 99%

DNA as Platform for New Biomaterials. Metal-Containing Nucleic Acids

Leśnikowski

2007

COC

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A productive approach for the incorporation of metal centers into nucleic acids providing new materials must be versatile, modular and synthetically simple. Metal complex-containing DNA-oligomers are predominantly constructed via three major pathways: a) the synthesis of a chelator-containing oligonucleotide followed by metal complexation, b) the synthesis of an end-functionalized oligonucleotide to which a metal complex can be conjugated, and c) the synthesis of nucleoside/metal complex conjugates followed by incorporation of the metal bearing synthon into DNA using automated DNA synthesis on solid support. Representative examples of these methodologies are described together with brief account of selected practical applications of metal bearing DNA-oligomers.

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“…(12) monomer for preparation of CDU-oligonucleotides Compound 10b was prepared according to the literature procedure starting from commercially available 5-iodo-2Ј-deoxyuridine (7) ( Figure 5). [68,69] Thus, the protected nucleoside precursor 5-iodo-3Ј,5Ј-(O,O-dibenzoyl)-2Ј-deoxyuridine (8) was prepared from 7 by treatment with benzoyl chloride, then 8 was coupled with trimethylsilylacetylene in the presence of bis(triphenylphosphane)palladium() chloride/ CuI yielding 5-trimethylsilylethynyl-3Ј,5Ј-(O,O-dibenzoyl)-2Ј-deoxyuridine (9a). The trimethylsilyl group protecting the ethynyl function in 9a was removed with tetrabutylammonium fluoride in tetrahydrofuran, yielding 5-ethynyl-3Ј,5Ј-(O,O-dibenzoyl)-2Ј-deoxyuridine (9b).…”

Section: Containing Oligonucleotidesmentioning

confidence: 99%

Boron Clusters − A New Entity for DNA‐Oligonucleotide Modification

Leśnikowski¹

2003

Eur J Org Chem

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The carboranyl cluster is a new and versatile modifying entity for nucleotides and nucleic acids. Three types of carboranyl (−C 2 B 10 H 11 ) group-containing DNA-oligonucleotides are described: (1) CBMP-oligonucleotides, consisting of the carborane cage within an internucleotide linkage; (2) CDUoligonucleotides, containing the carborane cage attached to a nucleobase; and (3) 2Ј-CBM-oligonucleotides, with the carborane cage linked to a sugar residue at the 2Ј position. The method of synthesis and the physicochemical and biochemical features of these novel modifications are discussed, together with structure−property relationships. The carboranyl cluster-containing oligonucleotides form a crossover between (carba)borane chemistry and molecular

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Cellular pharmacology and biological activity of 5-carboranyl-2′-deoxyuridine

Cited by 47 publications

References 11 publications

Nasal virome of dogs with respiratory infection signs include novel taupapillomaviruses

Nasal virome of dogs with respiratory infection signs include novel taupapillomaviruses

DNA as Platform for New Biomaterials. Metal-Containing Nucleic Acids

Boron Clusters − A New Entity for DNA‐Oligonucleotide Modification

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