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Sialyloligosaccharide-gold nano particle and preparation method and applications thereof

A technology of gold nanoparticles and sialic acid oligosaccharides, which is applied in the field of sialic acid oligosaccharides-gold nanoparticles and its preparation and application, can solve the problems of high cost, popularization and application, and high investment in equipment, and achieve good practical results

Active Publication Date: 2014-02-05
INST OF MICROBIOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method can detect a variety of viruses, but the throughput is low
The sugar chain chip technology that has emerged in recent years has been favored due to its specificity, sensitivity, and high throughput. However, its cost is extremely high, and the investment in equipment is too high to be widely used in clinical practice. Moreover, only one research institution in the United States has this detection platform in the world.

Method used

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  • Sialyloligosaccharide-gold nano particle and preparation method and applications thereof
  • Sialyloligosaccharide-gold nano particle and preparation method and applications thereof
  • Sialyloligosaccharide-gold nano particle and preparation method and applications thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0048] Embodiment 1, the preparation of sialotriose-short connecting chain

[0049]

[0050] 1. Preparation of short connecting chains

[0051] Take 1.68 grams of the compound shown in formula III (4.96mmol, see the literature for its synthesis method: K.Kim, H.Yang, S.Jon, E.Kim, J.Kwak, J.Am.Chem.Soc.2004,126, 15368–15369.) were dissolved in 20 mL of dichloromethane (DCM) and 1 mL of triethylamine (Et 3 N, 7.5 mmol) and 780 μl of methanesulfonyl chloride (MsCl, 10 mmol); the reaction was stirred at room temperature for 1 hour. The reaction progress was monitored by TLC. After the raw materials disappeared, the reaction solution was filtered through diatomaceous earth and concentrated to obtain an orange-yellow slurry. Place the concentrate in 20 mL of acetonitrile (CH 3 CN), add 3.25 g of sodium azide (NaN 3 , 50mmol), reflux and stir overnight. After the reaction was detected by TLC, the solution was concentrated and evaporated to remove the solvent under reduced pr...

Embodiment 2

[0067] Embodiment 2, the preparation of sialotriose-short connecting chain

[0068]

[0069] Preparation of sialotriose-short linker chains

[0070] Take 14.87 mg of lactose short linker chain (formula II-1-1, final concentration of 10 mM) in Example 1, and 14.72 mg of CMP-N-acetylneuraminic acid (CMP-Neu5Ac, final concentration of 15 mM) dissolved in 2 ml After adding Tris-HCl (pH8.0) buffer solution, the temperature of the reaction system was raised to 37°C, and then 100 microliters of Photobacterium damsela α2,6-sialyltransferase (Photobacterium damselaα2,6-sialyltransferase, Pd2, 6-ST, 0.2U, purchased from Tianjin Suntech Pharmaceutical Science and Technology Co., Ltd.), after 2-3 hours, thin layer chromatography (TLC) detected that the raw material had completely disappeared, and the reaction solution was passed through an ultrafiltration membrane to remove enzyme protein, freeze-dried and concentrated After purification by gel column G-15, 15.5 mg of sialotriose-shor...

Embodiment 3

[0074] Embodiment 3, the preparation of sialotriose-short connecting chain

[0075]

[0076] 1. Synthesis of short linker chains of lactosamine

[0077] Take 60 mg of lactosamine propargyl glycoside (0.14 mmol) shown in formula I-2, see literature for its synthesis method: R.Daly, G.Vaz, A.M.Davies, M.O.Senge, E.M.Scanlan, Chem.Eur.J.2012, 18, 14671–14679.) and 77.63 mg of short linker chains (as shown in Example 1, formula IV, 0.214 mmol) were dissolved in 7 ml of N,N-dimethylformamide (DMF) and methanol (MeOH) (volume ratio 1:1), then add 13.3 mg cuprous iodide (CuI, 0.07 mmol), and react overnight under nitrogen protection. The disappearance of raw materials was monitored by TLC, the reaction solution was filtered, lyophilized and concentrated, and then purified by G-15 gel column to obtain a white solid which was the compound represented by formula II-1-2 (65.88 mg, yield 60%). Concrete reaction formula is as follows:

[0078]

[0079] The structural characterizat...

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Abstract

The invention discloses a sialyloligosaccharide-gold nano particle and a preparation method and applications thereof. The sialyloligosaccharide-gold nano particle which is used for detecting influenza virus host specificity is a gold nano particle which connects sialic acid Alpha 2, 3 or Alpha 2, 6 oligose-O(CH2CH2O)m(CO)n(CH2)k(CH)pSR and HO(CH2CH2O)m(CO)n(CH2)k(CH)pSR through an S-Au key on the surface. When the sialyloligosaccharide-gold nano particle is used for detecting influenza virus strain or HA (Hemagglutinin) protein, receptor specificity of a to-be-detected influenza virus is rapidly obtained through naked eye observation, sensitivity of detecting the influenza virus HA protein can achieve 2.5 nm. The preparation method of the sialyloligosaccharide-gold nano particle enables interaction information between the influenza virus and host cells to be conveniently and rapidly obtained and has significance to influenza virus prevention and control.

Description

technical field [0001] The invention relates to a sialic acid oligosaccharide-gold nanoparticle, a preparation method thereof and an application in detecting influenza virus host specificity. Background technique [0002] Influenza (flu) is a zoonotic infectious disease caused by influenza virus. Its host affects many animals such as humans, pigs, birds, horses and dolphins. Generally speaking, influenza viruses have a certain barrier between different hosts, and avian influenza usually passes through pigs (intermediate host) to infect humans. Studies have confirmed that the surface glycoprotein hemagglutinin (HA) of influenza virus specifically recognizes sugar chain receptors on the surface of host cells, which is the biological basis for influenza virus to infect the host, then replicate and continue to spread. Influenza viruses have a preference for the recognition and binding of sialic acid. Avian influenza viruses tend to bind to Siaα2,3Gal receptors, while human infl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B22F1/00C12Q1/70B82Y30/00B82Y40/00C12R1/93
Inventor 李学兵未金花郑隆堂吕迅毕玉海高福刘文军严景华
Owner INST OF MICROBIOLOGY - CHINESE ACAD OF SCI
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