Xylose compound with terminal group containing HS-(PEG)-2-O branch chain and synthesis method of xylose compound

A synthetic method and compound technology, applied in the direction of esterified saccharides, chemical instruments and methods, sugar derivatives, etc., to achieve the effects of mild conditions, reduced consumption of reagents and energy, and simple post-treatment process

Inactive Publication Date: 2017-03-29
GUANGXI TEACHERS EDUCATION UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide a terminal group containing HS-(PEG) for the defects of the current glycosyl-modified quantum dot fluorescent probes in the synthesis of glycosyl-modified bodies. 2 -O-branched xylose compound and its synthesis method

Method used

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  • Xylose compound with terminal group containing HS-(PEG)-2-O branch chain and synthesis method of xylose compound
  • Xylose compound with terminal group containing HS-(PEG)-2-O branch chain and synthesis method of xylose compound
  • Xylose compound with terminal group containing HS-(PEG)-2-O branch chain and synthesis method of xylose compound

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Experimental program
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Embodiment 1

[0021] The end group contains HS-(PEG)2 -O-branched xylose compound, the compound is shown in formula I

[0022]

[0023] The end group contains HS-(PEG) 2 The synthetic method of -O-branched xylose compound comprises the following steps:

[0024] Add 0.4g of iodine and 5g of xylose to the 80mL of acetic anhydride after the redistillation process in a water bath at room temperature, and then react with it. As the acetylation reaction proceeds, a large amount of heat will be released, causing the temperature in the system to rise. When the temperature drops to the greenhouse, add 5g of xylose for the second time. When the temperature drops to room temperature again, add 5g of xylose for the third time until the solution is purple and clear. After the reaction is complete by TLC, dilute the reaction solution with 250mL of dichloromethane , then use 250mL saturated sodium thiosulfate solution to remove excess iodine in the system, then wash with 250mL×4 saturated sodium bicar...

Embodiment 2

[0029] The end group contains HS-(PEG) 2 -O-branched xylose compound, the compound is shown in formula I

[0030]

[0031] The end group contains HS-(PEG) 2 The synthetic method of -O-branched xylose compound comprises the following steps:

[0032] Add 0.3g of iodine and 5g of xylose to the 70mL of acetic anhydride after the redistillation process in a water bath at room temperature, and then add 5g of xylose to react. As the acetylation reaction proceeds, a large amount of heat will be released, causing the temperature in the system to rise. When the temperature drops to the greenhouse, add 5g of xylose for the second time. When the temperature drops to room temperature again, add 5g of xylose for the third time until the solution is purple and clear. After the reaction is complete by TLC, dilute the reaction solution with 150mL of dichloromethane , then use 150mL saturated sodium thiosulfate solution to remove excess iodine in the system, then wash with 150mL×4 saturate...

Embodiment 3

[0037] The end group contains HS-(PEG) 2 -O-branched xylose compound, the compound is shown in formula I

[0038]

[0039] The end group contains HS-(PEG) 2 The synthetic method of -O-branched xylose compound comprises the following steps:

[0040] Add 0.3g of iodine and 5g of xylose to the redistilled 75mL acetic anhydride at room temperature in a water bath, and then react with it. As the acetylation reaction proceeds, a large amount of heat will be released, causing the temperature in the system to rise. When the temperature drops to the greenhouse, add 5g of xylose for the second time. When the temperature drops to room temperature again, add 5g of xylose for the third time until the solution is purple and clear. After the reaction is complete by TLC, dilute the reaction solution with 200mL of dichloromethane , then use 200mL saturated sodium thiosulfate solution to remove excess iodine in the system, then wash with 200mL×4 saturated sodium bicarbonate solution and 20...

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Abstract

The invention discloses a xylose compound with a terminal group containing a HS-(PEG)-2-O branch chain and a synthesis method of the xylose compound with the terminal group containing the HS-(PEG)-2-O branch chain. The compound is shown as the formula I (the formula is shown in the description). The synthesis method comprises the following steps that xylose is subjected to an acetylation or benzoylation reaction and terminal group glycosylation sequentially and then reacts with potassium thioacetate in a N,N-dimethylformamide solution at normal temperature, Ac or Bz protecting group removal is finally conducted with sodium methylate / methanol, and then the xylose compound with the terminal group containing the HS-(PEG)-2-O branch chain is obtained. The xylose compound with the terminal group containing the HS-(PEG)-2-O branch chain shows the good water solubility due to the fact that multiple -OH are contained and can be applied to quantum dot surface modification due to the fact that -SH is contained; the application field of the xylose compound is widened due to the fact that the xylose compound has multiple chiral centers, and therefore specific identifiability of glucose and combination of quantum dot special material properties are achieved.

Description

technical field [0001] The present invention relates to the technical field of glycosyl modification body, more specifically, the present invention relates to terminal group containing HS-(PEG) 2 -O-branched xylose compound and its synthesis method. Background technique [0002] Quantum dots (quantum dots, QDs) are semiconductor nanocrystals composed of IIB-VIA (for example: CdSe, CdTe, CdS and ZnSe) or IIIA-VA (for example: InP and InAs), generally spherical in shape, diameter size About 1 ~ 12nm. Quantum dots have unique optical properties, with a wide range of absorption spectra and adjustable and narrow emission spectra, and can display different colors and different emission waves through different quantum radius sizes. It has a wide range of applications, including chemical Aspects, biological aspects, etc., play a very important role. [0003] In addition to storing energy in living organisms, sugars are more importantly used to express and transmit complex biologi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/08C07H1/00C07H13/06
CPCC07H1/00C07H13/06C07H15/08Y02P20/55
Inventor 盛家荣杨啟源黄珊肖琦朱琳琳邹修文乐秀秀谌文强孟荣
Owner GUANGXI TEACHERS EDUCATION UNIV
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