139417-62-2Relevant academic research and scientific papers
Local disruption of DNA-base stacking by bulky base surrogates
Singh, Ishwar,Hecker, Walburga,Prasad, Ashok K.,Parmar, Virinder S.,Seitz, Oliver
, p. 500 - 501 (2002)
A novel biphenyl base surrogate disrupts 2-aminopurine base stacking while maintaining duplex integrity.
NOVEL NUCLEOSIDE ANALOGS WITH POLYCYCLIC AROMATIC GROUPS ATTACHED, METHODS OF SYNTHESIS AND USES THEREFOR
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Page 13; 40, (2010/02/08)
The present invention provides fluorescent nucleosides carrying polycyclic aromatic hydrocarbons such as anthracene, phenanthrene, pyrene, stilbene, tetracene or pentacene. The subject nucleosides may be synthesized using a C-glycosidic bond formation met
Polycyclic aromatic DNA-base surrogates: High-affinity binding to an adenine-specific base-flipping DNA methyltransferase
Beuck, Christine,Singh, Ishwar,Bhattacharya, Anupam,Hecker, Walburga,Parmar, Virinder S.,Seitz, Oliver,Weinhold, Elmar
, p. 3958 - 3960 (2007/10/03)
Filling the hole is a strategy that confers high-affinity DNA binding to the M·TaqI DNA methyltransferase. Aromatic base surrogates (e.g. pyrene, red in picture) were introduced into DNA by means of organocuprate-mediated C-glycosylations. A new competitive binding assay revealed that DNA with aromatic base surrogates placed opposite to the target base binds to M·TaqI with up to 400-fold-enhanced affinity.
Naphthalene, phenanthrene, and pyrene as DNA base analogues: Synthesis, structure, and fluorescence in DNA
Ren, Rex X.-F.,Chaudhuri, Narayan C.,Paris, Pamela L.,Rumney IV, Squire,Kool, Eric T.
, p. 7671 - 7678 (2007/10/03)
We describe the synthesis, structures, and DNA incorporation of deoxyribonucleosides carrying polycyclic aromatic hydrocarbons as the DNA 'base' analogue. The new polycyclic compounds are 1-naphthyl, 2-naphthyl, 9-phenanthrenyl, and 1-pyrenyl deoxynucleos
