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Synthesis of conformationally locked carbocyclic nucleoside phosphonates to probe the active site of HIV-1 RT

  1. Author:
    Saneyoshi, H.
    Vu, B. C.
    Hughes, S. H.
    Boyer, P. L.
    Sarafianos, S. G.
    Marquez, V. E.

  2. Author Address

    Laboratory of Medicinal Chemistry, Center for Cancer Research, National Cancer Institute at Frederick, National Institutes of Health, Frederick, MD 21702, USA.
    1. Year: 2008
    2. Epub Date: 9/9/2008
  2. Journal: Nucleic acids symposium series (2004)
    1. 52
    2. Pages: 623-4
  4. Type of Article: Article
  5. ISSN: 1746-8272 (Electronic);0261-3166 (Linking)
  1. Abstract:

    The conformationally locked carbocyclic nucleoside phosphonates 2 and 2' and key intermediates for the synthesis of 3 and 3' were prepared from a chiral cyclopentene derivative and epicholorohydrine, respectively. The structure of the nucleoside precursor 6 was confirmed by X-ray crystallography. These carbocyclic nucleoside phosphonates were designed to probe their binding interactions at the active site of HIV-1-RT.

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External Sources

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  2. DOI: 10.1093/nass/nrn315
  3. PMID: 18776534
  4. PMCID: PMC2727548
  5. NIHMSID: Nihms120297

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