Document Detail


A new platform for oligonucleotide delivery utilizing the PEG prodrug approach.
MedLine Citation:
PMID:  16029016     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The oligonucleotide (oligo, ODN), Genasense (GS), an ODN currently waiting for FDA approval, was chosen as a model and modified with a 5' or 3' aminohexyl functionality (1 and 4, respectively) using solid-state synthesis. These amino derivatives were reacted with different releasable PEGs (rPEGs). The in vitro results of the PEG-modified oligos (Table 1) clearly show a substantial increase in rat plasma half-life and enhanced stability against a variety of nucleases, especially the predominant nuclease (PEII) in mammals, which is the main source of oligo degradation in cells. The advantage of using a PEG prodrug approach was further demonstrated by the pharmacokinetic (PK) results, which exhibited much greater C(max), plasma half-life, and area under the curve (AUC) for 3 compared to unmodified GS. A key step in the synthesis of ODN prodrug conjugates with a dye label was also accomplished successfully by employing dihydropyran derivatives of alcohols and acids as orthogonal protecting groups during the synthesis.
Authors:
Hong Zhao; Richard B Greenwald; Prasanna Reddy; Jing Xia; Ping Peng
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Bioconjugate chemistry     Volume:  16     ISSN:  1043-1802     ISO Abbreviation:  Bioconjug. Chem.     Publication Date:    2005 Jul-Aug
Date Detail:
Created Date:  2005-07-20     Completed Date:  2005-11-30     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9010319     Medline TA:  Bioconjug Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  758-66     Citation Subset:  IM    
Affiliation:
Enzon Pharmaceuticals Inc., 20 Kingsbridge Road, Piscataway, New Jersey 08854, USA. hong.zhao@enzon.com
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MeSH Terms
Descriptor/Qualifier:
Animals
Chromatography, High Pressure Liquid
Magnetic Resonance Spectroscopy
Oligonucleotides / chemistry*
Polyethylene Glycols / chemistry*
Prodrugs / chemistry*
Spectrometry, Mass, Electrospray Ionization
Xanthenes / chemistry
Chemical
Reg. No./Substance:
0/Oligonucleotides; 0/Polyethylene Glycols; 0/Prodrugs; 0/Xanthenes; 82354-19-6/Texas red

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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