PMID- 15227543
OWN - NLM
STAT- MEDLINE
DCOM- 20051219
LR  - 20061115
IS  - 1477-0520 (Print)
IS  - 1477-0520 (Linking)
VI  - 2
IP  - 13
DP  - 2004 Jul 7
TI  - Synthesis of new OBAN's and further studies on positioning of the catalytic 
      group.
PG  - 1901-7
AB  - Two new zinc ion dependent oligonucleotide based artificial nucleases (OBAN's) 
      have been synthesized. These consist of 2'-O-methyl modified RNA oligomers 
      conjugated to 5-amino-2,9-dimethylphenanthroline (neocuproine)via a urea linker. 
      OBAN 4 carries the catalytic group on a linker extending from the C-4 of an 
      internal cytosine moiety. OBAN 5 has two neocuproine units attached, each to 
      linkers extending from the C-5 position of uridine moieties, one placed 
      internally and the other at the at the 5'-end of the oligonucleotide. The key 
      step in the synthesis of the OBAN systems is conjugation of the catalytic group 
      to the respective amino linkers of the modified oligonucleotides. This is 
      achieved by first converting the 5-amino-2,9-dimethylphenanthroline to the 
      phenylcarbamate. The reaction of this neocuproine phenylcarbamate with the 
      oligonucleotide carrying one or two primary aliphatic amines in aqueous buffer 
      (at pH 8.5) leads to nearly quantitative formation of the urea-linked conjugates. 
      Both OBAN systems were found to cleave RNA in the bulged out regions formed from 
      the non-complementary part of the target sequences, in the presence of Zn(II) 
      ions. Differences in efficiency between these and previously reported systems are 
      discussed.
FAU - Astrom, Hans
AU  - Astrom H
AD  - Division of Organic and Bioorganic Chemistry, MBB, Scheele Laboratory, Karolinska 
      Institutet, S-17177, Stockholm, Sweden.
FAU - Stromberg, Roger
AU  - Stromberg R
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20040607
PL  - England
TA  - Org Biomol Chem
JT  - Organic & biomolecular chemistry
JID - 101154995
RN  - 0 (5-Amino-2,9-dimethyl-1,10-phenanthroline)
RN  - 0 (Amines)
RN  - 0 (Oligonucleotides)
RN  - 0 (Phenanthrolines)
RN  - 0 (Phenylcarbamates)
RN  - 63231-63-0 (RNA)
RN  - EC 3.1.- (Ribonucleases)
SB  - IM
MH  - Amines/metabolism
MH  - *Biomimetics
MH  - Catalysis
MH  - Chromatography, High Pressure Liquid
MH  - Gas Chromatography-Mass Spectrometry
MH  - Molecular Structure
MH  - Oligonucleotides/*chemistry/*metabolism
MH  - Phenanthrolines/chemistry
MH  - Phenylcarbamates/chemical synthesis/chemistry
MH  - RNA/chemistry/metabolism
MH  - Ribonucleases/*chemical synthesis/chemistry/*metabolism
EDAT- 2004/07/01 05:00
MHDA- 2005/12/20 09:00
CRDT- 2004/07/01 05:00
PHST- 2004/07/01 05:00 [pubmed]
PHST- 2005/12/20 09:00 [medline]
PHST- 2004/07/01 05:00 [entrez]
AID - 10.1039/b403652b [doi]
PST - ppublish
SO  - Org Biomol Chem. 2004 Jul 7;2(13):1901-7. doi: 10.1039/b403652b. Epub 2004 Jun 7.