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Glycosylated PROLI/NO Derivatives as Nitric Oxide Prodrugs

  1. Author:
    Nandurdikar, R. S.
    Maciag, A. E.
    Hong, S. Y.
    Chakrapani, H.
    Citro, M. L.
    Keefer, L. K.
    Saavedra, J. E.

  2. Author Address

    [Nandurdikar, Rahul S.; Hong, Sam Y.; Keefer, Larry K.] NCI, Chem Sect, Comparat Carcinogenesis Lab, Frederick, MD 21702 USA. [Maciag, Anna E.; Citro, Michael L.; Saavedra, Joseph E.] NCI, Basic Sci Program, SAIC Frederick, Frederick, MD 21702 USA. [Chakrapani, Harinath] Indian Inst Sci Educ & Res, Dept Chem, Pune 411008, Maharashtra, India.;Nandurdikar, RS, NCI, Chem Sect, Comparat Carcinogenesis Lab, Frederick, MD 21702 USA.;nandurdikarr@mail.nih.gov saavedjo@mail.nih.gov
    1. Year: 2010
    2. Date: Jan
  2. Journal: Organic Letters
    1. 12
    2. 1
    3. Pages: 56-59
  4. Type of Article: Article
  5. ISSN: 1523-7060
  1. Abstract:

    GlcNAc-PROLI/NO prodrugs that are activated by N-acetylglucosaminidase to release nitric oxide (NO) are described. A classical acid-amine coupling is used to bifunctionalize these PROLI/NO prodrugs, which on activation generate up to 4 mol of NO, a peptide residue, and an N-acetylglucosamine residue. Many of the prodrugs synthesized are efficient sources of intracellular NO.

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External Sources

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  2. DOI: 10.1021/ol902481s
  3. View record in Web of Science®
  4. WOS: 000272937200015

Library Notes

  1. Fiscal Year: FY2009-2010
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