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方案
99%
表单
liquid
折射率
n20/D 1.449 (lit.)
沸点
113-117 °C (lit.)
密度
1.12 g/mL at 25 °C (lit.)
SMILES字符串
Cc1ccc(F)cc1F
InChI
1S/C7H6F2/c1-5-2-3-6(8)4-7(5)9/h2-4H,1H3
InChI key
MPXDAIBTYWGBSL-UHFFFAOYSA-N
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一般描述
2,4-Difluorotoluene was synthesized as a nucleotide analog and was incorporated into DNA and undergoes replication by DNA polymerase enzymes.
应用
2,4-Difluorotoluene was used in the synthesis of new hydrophobic isosteres of pyrimidines and purine nucleosides.
J C Morales et al.
Biochemistry, 39(10), 2626-2632 (2000-03-08)
We describe studies aimed at evaluating the physical factors governing the rate of 3'-end proofreading by the Klenow fragment of E. coli DNA polymerase I. Two nonpolar deoxynucleoside isosteres containing 2,4-difluorotoluene (F) and 4-methylbenzimidazole (Z), which are non-hydrogen-bonding shape mimics
Adriana Irimia et al.
The Journal of biological chemistry, 282(50), 36421-36433 (2007-10-24)
The 2,4-difluorotoluene (DFT) analog of thymine has been used extensively to probe the relative importance of shape and hydrogen bonding for correct nucleotide insertion by DNA polymerases. As far as high fidelity (A-class) polymerases are concerned, shape is considered by
Pradeep S Pallan et al.
Journal of the American Chemical Society, 131(35), 12548-12549 (2009-08-19)
Certain DNA polymerases (pols) were found to efficiently insert A opposite the hydrophobic T isostere 2,4-difluorotoluene (F) and vice versa, resulting in the widely held belief that some pols rely on shape rather than H-bonding for accurate replication. Using X-ray
B D Silverman et al.
Journal of biomolecular structure & dynamics, 16(6), 1169-1175 (1999-08-14)
Molecular moment descriptors of the shape and charge distributions of twenty five nucleoside structures have been examined. The structures include thymidine as well as the difluorotoluene nucleoside analog which has been found to pair efficiently with adenine by polymerase catalysis.
Shuangluo Xia et al.
Biochemistry, 51(7), 1476-1485 (2012-02-07)
We have recently challenged the widely held view that 2,4-difluorotoluene (dF) is a nonpolar isosteric analogue of the nucleotide dT, incapable of forming hydrogen bonds (HBs). To gain a further understanding for the kinetic preference that favors dAMP insertion opposite
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