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Protected aminooxyprolines for expedited library synthesis: Application to Tsg101-directed proline-oxime containing peptides

  1. Author:
    Liu, F.
    Stephen, A. G.
    Fisher, R. J.
    Burke, T. R.

  2. Author Address

    Liu, Fa, Burke, Terrence R., Jr.] NCI Frederick, NIH, CCR, Med Chem Lab, Frederick, MD 21702 USA. [Stephen, Andrew G.; Fisher, Robert J.] SAIC Frederick Inc, Prot Chem Lab, Frederick, MD 21702 USA.
    1. Year: 2008
  2. Journal: Bioorganic & Medicinal Chemistry Letters
    1. 18
    2. 3
    3. Pages: 1096-1101
  4. Type of Article: Article
  1. Abstract:

    The stereoselective synthesis of aminooxy-containing proline analogues bearing Fmoc/Boc or Fmoc/Mtt protection that renders them suitable for incorporation into peptides using Fmoc protocols is reported. Acid-catalyzed unmasking at the completion of peptide synthesis yields free aminooxy-functionalities for oxime formation through reaction with libraries of aldehydes. This allows post solid-phase diversification strategies that may facilitate structure-activity relationship studies. Published by Elsevier Ltd.

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External Sources

  1. PMID: 18083557

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