Preparation method of 1, 6-II-D or 1-<18>O stable isotope labeling glucose

An isotope labeling and glucose technology, which is applied in the chemical industry, can solve the problems of long preparation period and cumbersomeness of stable isotope labeling glucose, and achieve the effects of flexible and diverse preparation conditions, simple purification method and short reaction time.

Inactive Publication Date: 2015-11-11
HENAN UNIV OF URBAN CONSTR
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Benefits of technology

This patented process allows for efficient production of pure isotopes labeled sugars from certain sources such as Duloxetum brasilicum L., which contains two types of molecules called Isodurium 1-181(I-19Ga) and I-123(Isomanniazinetriphosphonate)). These compounds were previously identified through various techniques like X ray diffraction analysis, mass spectrometry, atomic absorption spectroscopy, electron spin resonance measurements, nuclear magnetic resonance imaging, and electrospray ionization detection. By combining these technologies together, this new approach enables precise control over the formation of specific isoforms of gluconeotide glycerophosplian carbon hydride (glucocyanobilte n-3GAH)-sugar complexes containing both iodine atom and fluorescein group elements at once.

Problems solved by technology

This patented technical problem addressed in this patents relates to finding ways to efficiently produce specific types of sugars called gamma sugar because they have important functions like providing energy sources during certain processes involving animals' biological reactions. Gluconolysis occurs when glucoses react chemistryally at different positions within cells without losing their ability to absorb them through membrane pores. However, current techniques involve expensive equipment and cannot provide sufficient quantities of these sugurs due to poor solubility caused by water content.

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  • Preparation method of 1, 6-II-D or 1-&lt;18&gt;O stable isotope labeling glucose

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[0017] The present invention provides a 1,6-di-D or 1- 18 O stable isotope labeled glucose (referred to as 1,6-di-D-glucose or 1- 18 The preparation method of O-glucose) belongs to the technical field of biochemical industry. The preparation method mainly uses 1,6-shrink-β-D-glucopyranose (referred to as inner ether sugar) as raw material, and D 2 O or H 2 18 O is a solvent, and in the presence of strong inorganic acid, it is hydrolyzed at 50-200°C to hydrolyze the inner ether sugar to obtain D or 18 Glucose hydrolyzate is labeled with O stable isotope, and then the hydrolyzate is purified to obtain D or 18 O Stable isotope labeling of glucose products. The chemical reaction utilized can be expressed as:

[0018]

Embodiment 1

[0020] Preparation of glucose (abbreviation: 1,6-di-D-glucose) labeled with D stable isotope at the first and sixth hydroxyl H atoms. Including the following steps:

[0021] (1) Raw materials: inner ether sugar, D 2 O;

[0022] (2) Hydrolysis: put the inner ether sugar into the hydrolysis reactor, add 0.01mol / L sulfuric acid containing 0.01mol / L of the inner ether sugar 2 O, the solution was heated to 90°C, reacted for 120 minutes to add a molecule of D stable isotope-labeled water to the inner ether sugar, and then cooled to room temperature to obtain a solution containing 1,6-di-D-glucose;

[0023] (3) Purification of 1,6-di-D-glucose: Add sodium hydroxide solution to the solution obtained in step (2) to make the solution pH=7, distill under reduced pressure to a thick solid, slowly add 8 times the solid A large amount of absolute ethanol, reflux and stir for more than 30 minutes, while hot double-layer quantitative filter paper suction filtration, remove solid sodium sul...

Embodiment 2

[0025] Preparation of 1,6-di-D-glucose. Including the following steps:

[0026] (1) Raw materials: inner ether sugar, D 2 O;

[0027](2) Hydrolysis: put the inner ether sugar into the hydrolysis reactor, add 0.5mol / L hydrochloric acid containing 0.5mol / L hydrochloric acid of 10 times the inner ether sugar quality 2 O, the solution was heated to 50°C, reacted for 60 minutes to add a molecule of D stable isotope-labeled water to the inner ether sugar, and then cooled to room temperature to obtain a solution containing 1,6-di-D-glucose;

[0028] (3) Purification of 1,6-di-D-glucose: Add potassium hydroxide solution to the solution obtained in step (2) to make the solution pH=7, distill under reduced pressure to a thick solid, slowly add 10 times the solid A large amount of absolute ethanol, reflux and stir for more than 30 minutes, while hot double-layer quantitative filter paper suction filtration, remove solid potassium chloride insoluble in ethanol, then collect the filtrat...

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Abstract

The invention discloses a preparation method of 1, 6-II-D or 1-<18>O stable isotope labeling glucose. The preparation method comprises the following steps: adopting 1, 6-shrinkage-beta-D-glucopyranose (levoglucosan, for short) as the raw material; adopting D2O or H2<18>O as a solvent; carrying out hydrolysis at 50-200 DEG C under the condition of inorganic strong acid existence, so as to hydrolyze levoglucosan to obtain a D or <18>O stable isotope labeling glucose hydrolysate; purifying the hydrolysate to obtain a D or <18>O stable isotope labeling glucose product with the content being 99% or above. According to the preparation method, isotope labeling glucose can be obtained through a further reaction, the method has the advantages of being simple and efficient, isotope labeling glucose can be prepared on a large scale and in batch, and the use range of levoglucosan is expanded.

Description

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Claims

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Application Information

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Owner HENAN UNIV OF URBAN CONSTR
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