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Org Lett. 2010 Jan 1;12(1):56-9. doi: 10.1021/ol902481s.

Glycosylated PROLI/NO derivatives as nitric oxide prodrugs.

Author information

1
Chemistry Section, Laboratory of Comparative Carcinogenesis, National Cancer Institute at Frederick, Frederick, Maryland 21702, USA. nandurdikarr@mail.nih.gov

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.

PMID:
19954198
PMCID:
PMC2808138
DOI:
10.1021/ol902481s
[Indexed for MEDLINE]
Free PMC Article

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