SOD simulated compound with short peptide as ligand and preparation method thereof

A compound and amino acid technology, which is applied in the field of simulated SOD compounds with aspartic acid short peptide as ligands and their preparation, can solve the problem of low biological activity, low yield, poor activity stability and catalytic specificity, etc. question

Active Publication Date: 2006-07-19
北京华美天意科技开发有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN1465697A discloses that polysuccinimide is used as a raw material, and reacted with manganese sulfate to obtain polyaspartic acid manganese after ammonia hydrolysis, but its yield is low and only 60%
And the simulated SOD compound also has the following disadvantages: the biological activity of the simulated SOD compound is generally lower than that of natural SOD; and the stability and cata...

Method used

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  • SOD simulated compound with short peptide as ligand and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Weigh 30.0g of manganese aspartate, pour it into a 250ml Erlenmeyer flask with 120ml of distilled water, stir at 80°C until it completely dissolves into a transparent solution, and carry out polycondensation reaction at 180-205°C for 4~ 5h. Eventually a white powdery solid was formed. Yield 93.92%.

[0017] C H N

[0018] Elemental analysis (%) Calculated value 30.11 3.79 8.78

[0019] Measured value 29.75 4.15 8.69

[0020] Determination of biological activity (chlorination NBT method) (see Table 1, 2)

[0021] Infrared spectrum measurement 3151~3424cm -1 Strong absorption (-NH stretching vibration, hydrogen bond)

[0022] 1579.63cm -1 Strong absorption (amide C=O, -NH deformation vibration)

[0023] 1395.78cm -1 (-COO-stretching vibration)

[0024] Gel Chromatography Analysis Weight Average Molecular Weight M W =1906

Embodiment 2

[0026] Weigh 60.0g of L-aspartic acid, pour it into a 500ml three-necked bottle with 240ml of distilled water preheated to 60°C, stir, heat up to 85°C, add 18.81g of manganese oxide, and keep it warm for 4.5 hours. It is light red, PH=6.8. After appropriate refining treatment, conduct polycondensation reaction at 180-210°C for 5.5 hours to obtain a white powdery solid. Yield 90.78%.

[0027] C H N

[0028] Elemental analysis (%) Calculated value 30.11 3.79 8.78

[0029] Measured value 30.03 3.97 8.74

[0030] Determination of biological activity (chlorination NBT method) (see Table 1, 2)

[0031] Infrared spectrum measurement 3134~3424cm-1 strong absorption (-NH stretching vibration, H bond)

[0032] Strong absorption at 1585.30cm-1 (amide C=O, -NH deformation vibration)

[0033] 1400.41cm-1 (-COO- stretching vibration)

[0034] Gel Chromatography Analysis Weight Average Molec...

Embodiment 3

[0036] Weigh 27.0g of L-aspartic acid, pour it into a 1L three-necked bottle filled with 200ml of distilled water, raise the temperature to 80-90°C, add 11.7g of manganese carbonate in batches and keep it warm at 90°C, react for 4-5 hours, and refine it appropriately After treatment, it becomes a transparent liquid, and undergoes polycondensation reaction at 180-220°C for 3-5 hours to obtain light yellow powdery solid. Yield 93.03%.

[0037] C H N

[0038] Elemental analysis (%) Calculated value 33.92 2.83 9.90

[0039] Measured value 33.12 3.24 9.31

[0040] Determination of biological activity (chlorination NBT method) (see Table 1, 2)

[0041] Infrared spectrum measurement 3265~3419cm-1 strong absorption (-NH stretching vibration, H bond)

[0042] 1587.76cm-1 strong absorption (amide C=O, -NH deformation vibration)

[0043] 1402.20cm-1 (-COO-stretching vibration)

[0044] ...

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Abstract

The disclosed Mn-SOD with aspartic short peptide as ligand is prepared as following: composing the monomanganese di-L-aspartate with L-aspartic acid (D) and manganese compound of MnO2, MnO, Mn(SO4)3, MnCl6 and Mn(CO3)3; or using the aspartate directly for polycondensation at 160-260Deg. Wherein, representing the product chemical composition and molecular weight by element analysis, IR spectrum and gel chromatography; determining its activity by NBT method. This invention has well bioactivity, stability and yield for wide application.

Description

technical field [0001] The invention relates to a simulated SOD compound with amino acid short peptide as a ligand and a preparation method thereof, in particular to a simulated SOD compound with an aspartic acid short peptide as a ligand and a preparation method thereof. Background technique [0002] SOD (superoxide dismutase) has the effects of anti-fatigue, anti-radiation, anti-aging, increasing immunity and preventing tumors and cancers for humans, because it can remove harmful and excessive superoxide anion free radicals ( ·O 2 - ). However, the extraction, separation, and purification procedures of natural SOD are complex and expensive, and its molecular weight is large, such as CuZn-SOD, which has a molecular weight of 35,000, is difficult to permeate the cell membrane, and has a short survival period in vivo, so it is difficult to be widely used. In order to make up for the deficiency of natural SOD, synthetic analog SOD compounds were started. Chinese patent CN1...

Claims

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Application Information

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IPC IPC(8): C07F13/00C07F3/02C07F15/02C07F15/04C07F3/06C07C229/24A01P21/00
Inventor 赵绘蔡夫柳曾金魁李立仁蔡乙乞
Owner 北京华美天意科技开发有限公司
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