sialic acid

Naturally occurring carbohydrates
Collection
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Sialic acid Sialic acid is a derivative of 9-carbon monosaccharide. The name comes from the Greek (σ I α λ o σ (sialos) 'saliva'), which is a negatively charged ion that can make saliva smooth. It not only has the function of "inducing" invading bacteria, but also cognition is the neurotransmitter of gangliosides and a part of the brain.
Chinese name
sialic acid [4]
Foreign name
Sialic acid [4]
Chinese scientific name
N-acetylneuraminic acid [4]
Raw materials
carbohydrate
Abbreviations
SA
Type
Derivatives of 9-carbomonosaccharide

brief introduction

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Sialic acid (SA), scientific name is "N-acetyl Neuraminic acid ”, is a natural existence carbohydrate It was originally created by submaxillary gland mucin It is also named for its separation from. Sialic acid is usually composed of oligosaccharides, Glycolipids perhaps glycoprotein Exists in the form of. In human body, brain has the highest content of sialic acid. The content of sialic acid in brain gray matter is 15 times that of liver, lung and other internal organs. The main food source of sialic acid is breast milk, which also exists in milk, eggs and cheese.
Chinese name: N-acetylneuraminic acid
English name: N-Acetylneuraminic acid
Alias name: sialic acid acetoniularate N-acetylmannosamine pyruvate N-acetylsialic acid
More aliases: 5-Acetamido-3,5-dideoxy-D-glycero-D-galactonulosonic acid o-Sialic acid Galactonulosonic acid Lactaminic acid NANA N-Acetylsialic acid
Molecular formula: C eleven H nineteen NO nine
Molecular weight: 309.27 [1]

Numbering system

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CAS No.: 131-48-6 [4]
MDL No.: MFCD00006620
EINECS No.: 205-023-1 [4]
RTECS No.:
BRN No.: 1716283
PubChem No.: 24890457 [1]

Physical property data

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Character: colorless crystal.
Melting point (º C): 185-187 (decomposition)
Specific rotation (º, C=2, in water): - 32
Solubility: soluble in water and methanol, slightly soluble in ethanol, insoluble in ether, acetone and chloroform. [2]

toxicology data

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Acute toxicity: main irritant effect: on the skin: may cause inflammation. Above the eyes: May cause inflammation. Sensitization: no sensitization effect. [2]

Ecological data

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Water hazard level 1 (German regulation) (self-assessment through the list) The substance is slightly harmful to water.
Do not allow undiluted or large quantities of products to come into contact with groundwater, waterways or sewage systems.
Do not discharge materials into the surrounding environment without government permission. [2]

Molecular structure data

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1、 Molar refractive index :65.66 [4]
2. Molar volume (cm3/mol): 188.0 [4]
3. Isotonic specific volume (90.2K): 588.1 [4]
4. Surface tension (dyne/cm): 95.7 [4]
5. Polarization rate (10-24cm3): 26.03 [2]

Calculate chemical data

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1. Reference value for drainage parameter calculation (XlogP): - 3.5 [4]
2. Number of hydrogen bond donors: 7 [4]
3. Number of hydrogen bond receptors: 9 [4]
4. Number of rotatable chemical bonds: 5 [4]
5. Number of tautomers: 2 [4]
6. Topological molecule polar surface area (TPSA): 177 [4]
7. Number of heavy atoms: 21 [4]
8. Surface charge: 0 [4]
9. Complexity: 403 [4]
10、 Isotope atom Quantity: 0 [4]
11. Determine the number of atomic structure centers: 6 [4]
12. Number of uncertain atomic structure centers: 0 [4]
13. Determine the number of chemical bond structure centers: 0 [4]
14. Number of uncertain chemical bond structure centers: 0 [4]
15. Number of covalent bond units: 1 [2]

Properties and stability

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Avoid inhaling the dust of this product, and avoid contact with eyes and skin. [2]

Storage method

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It shall be sealed with argon gas and stored in dry condition at - 18 ℃. [2]

purpose

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For tissue culture. Biochemical research.

security information

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Safety sign: S22S24/25 [2]

Medical research

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In medicine, glycolipids containing sialic acid are called Ganglioside It plays a very important role in the generation and development of the brain and nervous system. At the same time, animal experimental research shows that the decrease of ganglioside level is associated with innutrition It is related to the decrease of learning ability, and the supplement of sialic acid can improve the Learning behavior Adequate sialic acid supply for low birth weight The normal development of children's brain function may be particularly important. After the baby is born, the sialic acid in the breast milk is crucial to ensure their normal development. The survey shows that the level of sialic acid in the mother's body after delivery has a downward trend over time. Therefore, continuous intake of sufficient sialic acid during and after pregnancy can help maintain the level of sialic acid in the body. Moreover, the content of sialic acid is also significantly related to the content of DHA, which indicates that it is very likely to be related to the development of brain structure and brain function of infants, and both may be beneficial to early brain development.
[Reference value] 1.29 ~ 2.42mmol/L (40 ~ 75mg/dl) (NANA-ALD colorimetry)
Conversion factor 】mmol/L×30.39= mg/dl,mg/dl×0.0323= mmol/L
sialic acid
[Clinical significance] Sialic acid is N- Acetylneuramine Acid or any ester or alcohol thereof hydroxyl A derivative of, located at the end of the glycoprotein side chain of the cell membrane, is the cell membrane Surface receptor An important part of Inflammatory disease and Malignant tumor The increase in disease, such as lung cancer, stomach cancer, bowel cancer, liver cancer, ovarian cancer. [3]