Nucleic acid dye, and preparation method and application thereof
A nucleic acid dye and nucleic acid technology, applied in the field of gel imaging staining and new nucleic acid dyes, to achieve the effect of maintaining sensitivity, accuracy and sensitivity
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Embodiment 1
[0050] Example 1 Preparation of nucleic acid dye
[0051] 1. Add 25 g of 2-(methylthio)benzothiazole and 30.8 g of methyl p-toluenesulfonate to a 500 mL reaction flask, stir mechanically, heat to 60°C, and track by TLC until the end of the reaction (developing solvent: acetonitrile: Water=5:1); After the reaction, add 300 mL of ethyl acetate, heat up to 75°C and reflux for 3 hours; then cool down to room temperature, filter, wash the filter cake with ethyl acetate once more, filter, and vacuum dry the filter cake to obtain the product 47 g Intermediate I.
[0052]
[0053] in:
[0054] 2-(methylthio)benzothiazole:
[0055]
[0056] Methyl p-toluenesulfonate:
[0057]
[0058] Intermediate I:
[0059]
[0060] 2. Add 11.76 g of 4-methylquinoline, 28 g of bromo-triethylene glycol-carboxylic acid, and 10 mL of o-dichlorobenzene into a 250 mL reaction flask, heat to 120°C, and follow TLC until the end of the reaction ( The developer is: acetonitrile: water = 5:2);...
Embodiment 2
[0077] Example 2 By replacing the raw materials, other nucleic acid dyes in Table 1 can be prepared, specifically, conventional replacements.
[0078] For example, replace the ethylenediamine in the step (4) of Example 1 with the compound of formula ① or the compound of formula ②, or the compound of formula ③, and keep the rest unchanged, to obtain the compounds of No. 2, No. 3 and No. 4 in Table 1, wherein The chemical formulas of the compound of formula ①, the compound of formula ②, and the compound of formula ③ are as follows respectively: H 2 N(CH 2 CH 2 O) 3 CH 2 CH 2 NH 2 、H 2 NCH 2 CH 2 OCH 2 CH 2 NH 2 、H 2 NOCH 2 CH 2 ONH 2 .
[0079] For example, replace the ethylenediamine in the step (4) of Example 1 with the compound of formula 1 or the compound of formula 2, and keep the rest unchanged, to obtain the compound of No. 7 and No. 8 in Table 1, wherein the compound of formula 1 and the compound of formula 2 The structural formulas of the compounds are ...
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