InChI key
MPXDAIBTYWGBSL-UHFFFAOYSA-N
InChI
1S/C7H6F2/c1-5-2-3-6(8)4-7(5)9/h2-4H,1H3
SMILES string
Cc1ccc(F)cc1F
assay
99%
form
liquid
refractive index
n20/D 1.449 (lit.)
bp
113-117 °C (lit.)
density
1.12 g/mL at 25 °C (lit.)
General description
2,4-Difluorotoluene was synthesized as a nucleotide analog and was incorporated into DNA and undergoes replication by DNA polymerase enzymes.
Application
2,4-Difluorotoluene was used in the synthesis of new hydrophobic isosteres of pyrimidines and purine nucleosides.
Thomas W Kirby et al.
Biochemistry, 44(46), 15230-15237 (2005-11-16)
The high fidelity of the DNA polymerization process is critically important for the stability of the cellular genome. The role of template and incoming nucleotide base pairing in polymerase fidelity has recently been explored by the use of nucleotide isosteres
Eric T Kool et al.
Chemical communications (Cambridge, England), (35)(35), 3665-3675 (2006-10-19)
2,4-Difluorotoluene is unusual among hydrofluorocarbons because it is shaped like the DNA base thymine. It was first synthesised as a nucleotide analogue and incorporated into DNA a decade ago. Although it is a nonpolar molecule, it was found to be
Danielle A Pfaff et al.
Journal of the American Chemical Society, 130(14), 4869-4878 (2008-03-18)
The incorporation of synthetic nucleoside analogues into DNA duplexes provides a unique opportunity to probe both structure and function of nucleic acids. We used 1H and 19F NMR and molecular dynamics calculations to determine the solution structures of two similar
M Todd Washington et al.
Molecular and cellular biology, 23(14), 5107-5112 (2003-07-02)
Classical high-fidelity DNA polymerases discriminate between the correct and incorrect nucleotides by using geometric constraints imposed by the tight fit of the active site with the incipient base pair. Consequently, Watson-Crick (W-C) hydrogen bonding between the bases is not required
K R Fox et al.
Nucleic acids research, 28(13), 2535-2540 (2000-06-28)
The Vsr mismatch endonuclease recognises the sequence CTWGG (W = A or T) in which the underlined thymine is paired with guanine and nicks the DNA backbone on the 5'-side of the mispaired thymine. By using base analogues of G
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