Stereochemically Pure Acridine-modified DNA for Site-selective Activation and Scission of RNA

2003 ◽  
Vol 32 (5) ◽  
pp. 464-465 ◽  
Author(s):  
Yun Shi ◽  
Akinori Kuzuya ◽  
Makoto Komiyama
Keyword(s):  
Selective Activation ◽  
Modified Dna ◽  
Site Selective

Metal-free amino-controlled electrochemical intramolecular C–O and C–N couplings by site-selective activation of aryl C–N and C–O bonds

2021 ◽  
Author(s):  
Mu-Jia Luo ◽  
Gui-Fen Lv ◽  
Yang Li ◽  
Jin-Heng Li
Keyword(s):  
Free Amino ◽  
Selective Activation ◽  
Metal Free ◽  
Site Selective

Metal-free amino-assisted electrochemical intramolecular C–O or C–N couplings of amino-2-(2-aminoaryl)phenols are described.

scholarly journals Photoredox Catalyzed Site-Selective Generation of Carbanions from C(sp3)-H bonds in Amines

2021 ◽  
Author(s):  
Kathiravan Murugesan ◽  
Karsten Donabauer ◽  
Rok Narobe ◽  
Armin Bauer ◽  
Volker Derdau ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Late Stage ◽  
Carbonyl Compounds ◽  
Chemical Research ◽  
Selective Activation ◽  
Mechanistic Investigation ◽  
Specific Position ◽  
Selective Generation ◽  
Carbon Hydrogen Bonds ◽  
Site Selective

The selective activation of sp3 carbon-hydrogen bonds in presence of multiple C¬-H bonds is challenging and remains of supreme importance in chemical research. Herein, we describe the activation of a C(sp3) H bond in α position to an amine via a carbanion intermediate. In the presence of several α amine sites, only one specific position is selectively activated. Applying this protocol, the proposed carbanion intermediate was effectively trapped with different electrophiles such as deuterium (D+), tritium (T+), or carbonyl compounds compiling over 50 examples. Further, this methodology was used to install deuterium or tritium in different drug derivatives (> 10 drugs) at a selected position in a late-stage functionalization. In addition, the protocol is suitable for a gram-scale synthesis and a detailed mechanistic investigation has been carried out to support our hypothesis.

A highly acidic acridine for efficient site-selective activation of RNA leading to an eminent ribozyme mimic

2002 ◽  
Vol 43 (46) ◽  
pp. 8249-8252 ◽  
Author(s):  
Akinori Kuzuya ◽  
Kenzo Machida ◽  
Makoto Komiyama
Keyword(s):  
Selective Activation ◽  
Site Selective ◽  
Ribozyme Mimic

Synthesis of Photo-Responsive Acridine-Modified DNA and Its Application to Site-Selective RNA Scission

2008 ◽  
Vol 27 (10-11) ◽  
pp. 1175-1185 ◽  
Author(s):  
Keita Tanaka ◽  
Yoji Yamamoto ◽  
Akinori Kuzuya ◽  
Makoto Komiyama
Keyword(s):  
Modified Dna ◽  
Site Selective

scholarly journals Photoswitching of Site-Selective RNA Scission by Sequential Incorporation of Azobenzene and Acridine Residues in a DNA Oligomer

2011 ◽  
Vol 2011 ◽  
pp. 1-8 ◽  
Author(s):  
Akinori Kuzuya ◽  
Keita Tanaka ◽  
Makoto Komiyama
Keyword(s):  
Uv Irradiation ◽  
Intrinsic Activity ◽  
Modified Dna ◽  
Mixture Prior ◽  
Site Selective ◽  
Cis Isomer

Photoresponsive systems for site-selective RNA scission have been prepared by combining Lu(III) ions with acridine/azobenzene dual-modified DNA. The modified DNA forms a heteroduplex with substrate RNA, and the target phosphodiester linkages in front of the acridine residue is selectively activated so that Lu(III) ion rapidly cleaves the linkage. Azobenzene residue introduced adjacent to the acridine residue acts as a photoresponsive switch, which triggers the site-selective scission upon UV irradiation. Atransisomer of azobenzene efficiently suppresses the scission, whereas the cis isomer formed by UV irradiation hardly affects the scission. As a result, 1.7–2.4-fold acceleration of the cleavage was achieved simply by irradiating UV for 3 min to the mixture prior to the reaction. Considering the yield of photoisomerization, the intrinsic activity of acisisomer is up to 14.5-fold higher than that of thetransisomer.

Site-Selective Activation of RNA Leading to Sequence-Selective RNA Cutters

2002 ◽  
Vol 75 (12) ◽  
pp. 2547-2554 ◽  
Author(s):  
Makoto Komiyama ◽  
Akinori Kuzuya ◽  
Ryo Mizoguchi
Keyword(s):  
Selective Activation ◽  
Site Selective
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