Document Detail

Synthesis and evaluation of the functional oligonucleotides-PEG conjugates.
MedLine Citation:
PMID:  17150478     Owner:  NLM     Status:  MEDLINE    
We have previously demonstrated that the phenylsulfide and phenylsulfoxide derivatives of 2-amino-6-vinylpurine exhibit efficient cross-linking with high selectivity towards cytidine through synchronous activation within duplex. In this study, we synthesized their conjugates with PEG for possible application to in vitro as well as in vivo antisense agents. Thus, the ODN (2) with the antisense sequence toward luciferase was synthesized, having the 2-amino-6-vinylpurine nucleoside analog at the reactive site for targeting C and the amino linker at the 3' terminal. The vinyl group was transformed to the corresponding substituted phenylsulfide derivatives (3), and then the amino group of the 3' end was converted to the thiopropionyl group (4). The thiol nucleophile of 4 was reacted to the acid-responsive PEG2 in good isolated yields (55-62%).
Ali Md Monsur; Fumi Nagatsugi; Motoi Oishi; Yukio Nagasaki; Kazunari Kataoka; Shigeki Sasaki
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Nucleic acids symposium series (2004)     Volume:  -     ISSN:  1746-8272     ISO Abbreviation:  Nucleic Acids Symp Ser (Oxf)     Publication Date:  2004  
Date Detail:
Created Date:  2006-12-07     Completed Date:  2007-07-19     Revised Date:  2007-09-19    
Medline Journal Info:
Nlm Unique ID:  101259965     Medline TA:  Nucleic Acids Symp Ser (Oxf)     Country:  England    
Other Details:
Languages:  eng     Pagination:  61-2     Citation Subset:  IM    
Graduate School of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan.
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MeSH Terms
Chromatography, High Pressure Liquid
Oligonucleotides / chemical synthesis*,  chemistry*,  isolation & purification
Polyethylene Glycols / chemical synthesis*,  chemistry
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Reg. No./Substance:
0/Oligonucleotides; 0/Polyethylene Glycols

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