Method for preparing and purifying water-soluble cyanine dye (Cy5.5)

A purification method and technology of cyanine dyes, which are applied in the field of preparation and purification of water-soluble cyanine dyes Cy5.5, can solve problems such as separation difficulties, and achieve the effect of simple operation and low cost
CN102010614AActive Publication Date: 2011-04-13TIANJIN SUNGENE BIOTECH
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
TIANJIN SUNGENE BIOTECH
Publication Date
2011-04-13

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Abstract

The invention discloses a method for preparing and purifying a water-soluble cyanine dye (Cy5.5), which comprises the following steps of: reacting 1,3-disulfonic acid-6-naphthylhydrazine serving as an initiative raw material with methyl isopropyl ketone to generate 1,1,2-trimethyl-benzindole-1,3-disulphonate; reacting the 1,1,2-trimethyl-benzo-indole-1,3-disulfonate with ethyl iodide and 6-bromocaproic acid respectively to generate N-ethyl-2,3,3-trimethyl-benzindole-5,7-disulphonate (product 1) and N-(epsilon-carboxy-pentyl)-2,3,3-trimethyl-benzindole-5,7-disulphonate (product 2); reacting the product 1 with beta-anilino-acraldehyde-anil-hydrochloride and then directly reacting the product 1 with the product 2 to prepare the Cy5.5; and preparing a thin layer chromatogram, and repeatedly purifying and separating the Cy5.5 to obtain a pure product of the Cy5.5. The method is easy and convenient to operate and has a high yield, the product does not need expensive high performance liquid chromatography (HPLC) (C-18 reverse column) for separation, and the method has great significance for meeting requirements of domestic autonomous production.
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Description

technical field

[0001] The invention relates to the technical field of biosynthesis, in particular to a method for preparing and purifying a water-soluble cyanine dye Cy5.5. Background technique

[0002] Cyanine dyes refer to the amidine ion intercalates between the N-N atoms at both ends of the chromophore conjugated system, which have a good planar rigid structure or a large planar conjugated system, high fluorescence quantum yield, and long fluorescence wavelength. It is well distinguished from the light blue fluorescence of DNA itself, and the fluorescence quantum yield is enhanced after interacting with DNA. Therefore, cyanine dyes have received more and more attention.

[0003] Water-soluble cyanine dyes are excellent fluorescent labeling dyes, widely used in the labeling and detection of antibodies, nucleic acids and other biomolecules. By changing the length of the methine chain, its fluorescence emission wavelength can be changed. Amershan Pharmacia Biotech first...

Claims

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