1542574-89-9

Upstream product

• 125016-87-7 bis(4-methoxyphenyl)phenylmethyl methyl ether 
• 40615-36-9 4,4'-dimethoxytrityl chloride 
• 1542574-87-7 N²-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside 

Downstream Products

• 1542574-90-2 (3'-(2-cyanoethyldiisopropyl)phosphoramidite)-O^5'-dimethoxytrityl-N²-DMF-2-aminothieno[3,4-d]pyrimidine G mimic deoxynucleoside 

Relevant academic research and scientific papers

Conquering 2-aminopurines deficiencies: Highly emissive isomorphic guanosine surrogate faithfully monitors guanosine conformation and dynamics in DNA

The archetypical fluorescent nucleoside analog, 2-aminopurine (2Ap), has been used in countless assays, though it suffers from very low quantum yield, especially when included in double strands, and from the fact that its residual emission frequently does not represent biologically relevant conformations. To conquer 2Aps deficiencies, deoxythienoguanosine (dthG) was recently developed. Here, steady-state and time-resolved fluorescence spectroscopy was used to compare the ability of 2Ap and dthG, to substitute and provide relevant structural and dynamical information on a key G residue in the (-) DNA copy of the HIV-1 primer binding site, (-)PBS, both in its stem loop conformation and in the corresponding (-)/(+)PBS duplex. In contrast to 2Ap, this fluorescent nucleoside when included in (-)PBS or (-)/(+)PBS duplex fully preserves their stability and exhibits a respectable quantum yield and a simple fluorescence decay, with marginal amounts of dark species. In further contrast to 2Ap, the fluorescently detected dthG species reflect the predominantly populated G conformers, which allows exploring their relevant dynamics. Being able to perfectly substitute G residues, dthG will transform nucleic acid biophysics by allowing, for the first time, to selectively and faithfully monitor the conformations and dynamics of a given G residue in a DNA sequence.

Highly emissive deoxyguanosine analogue capable of direct visualization of B-Z transition

A 2-aminothieno[3,4-d]pyrimidine G-mimic deoxyribonucleoside, thdG, was synthesized and incorporated readily into oligonucleotides as a versatile fluorescent guanine analogue. We demonstrate that thdG enables the visual detection of Z-DNA successfully based on different π-stacking of B- and Z-DNA. This journal is The Royal Society of Chemistry.