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Model compound for research on blue light receptor photoinduced electron transfer and preparation method thereof

A technology of photoinduced electron transfer and model compound, applied in the direction of organic chemistry, etc., to achieve the effect of simple method, high yield and low cost

Inactive Publication Date: 2015-04-08
NAT UNIV OF DEFENSE TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Blue light receptor model compounds using flavins as photosensitizers have not been reported yet

Method used

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  • Model compound for research on blue light receptor photoinduced electron transfer and preparation method thereof
  • Model compound for research on blue light receptor photoinduced electron transfer and preparation method thereof
  • Model compound for research on blue light receptor photoinduced electron transfer and preparation method thereof

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Embodiment

[0047] A model compound of the present invention for research on photoinduced electron transfer of blue light acceptors has a structural formula as shown in formula (III):

[0048]

[0049] A preparation method of the model compound for the blue light acceptor photoinduced electron transfer research of the above-mentioned present embodiment, comprising the following steps:

[0050] (1) Preparation of 6-benzyloxycarbonylaminocaproic acid

[0051]

[0052] Add 6-aminocaproic acid (225 mg, 1.72 mmol) and tetrahydrofuran (20 mL) into the reactor, stir at room temperature to dissolve. Then benzoyloxychloride Cbz-Cl (321 mg, 1.89 mmol) and tetrahydrofuran (20 mL) were added. Control the temperature of the mixture at 25°C, stir and react for 18 hours, then concentrate under reduced pressure, pass through a silica gel chromatography column, and elute with petroleum ether and ethyl acetate gradient to obtain a white solid product, which is 6-benzyloxycarbonylaminocaproic acid. ...

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Abstract

The invention discloses a model compound for the research on blue light receptor photoinduced electron transfer and a preparation method thereof. The model compound has a structural general formula shown by formula (I), and n is an integer not smaller than 1. The preparation method comprises the following steps: sequentially preparing end-(N-carbobenzoxy) fatty acid, 2-(end-(N-carbobenzoxy) fatty acid acylamino)-3-(1H- indolyl-3) methyl propionate, 2-(end-amino fatty acid acylamino)-3-(1H- indolyl-3) methyl propionate, 7,8- dimethyl-10- glyoxyl-isoalloxazine, and the model compound for the research on blue light receptor photoinduced electron transfer. The model compound disclosed by the invention adopts flavin as a photosensitizer, a spacer arm molecule with a proper length is connected with tryptophan serving as an electron donor through a covalent bond, and the preparation method is short in route, low in cost, simple and convenient and high in yield. The formula is described in the description.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to a model compound for research on photoinduced electron transfer of a blue light acceptor and a preparation method thereof. Background technique [0002] Light is one of the most important environmental factors affecting the growth and development of organisms in nature. It not only provides radiation energy for the growth and development of organisms, but also acts as an environmental signal to regulate the entire life cycle of organisms. The biological response to light is mainly accomplished by receiving and transducing signals through different photoreceptors. Among them, the photoreceptors that mainly sense and regulate the response to blue light / UV-A (wavelength 320-500nm) are called blue light receptors. The blue light receptors that have been discovered so far mainly include Cryptochrome and Phototropin ) and DNA photolyase (DNA photolyase). [0003] Photorec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D475/14
CPCC07D475/14
Inventor 王孝杰孟令强
Owner NAT UNIV OF DEFENSE TECH
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