
131-48-6
- Product Name:N-Acetylneuraminic acid
- Molecular Formula:C11H19NO9
- Purity:99%
- Molecular Weight:
Product Details
Purity:99%
Chinese Factory Supply N-Acetylneuraminic acid 131-48-6 In Medicine In Stock
131-48-6 Name |
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Name |
N-Acetylneuraminic acid |
Synonym |
5-(acetylamino)-3,5-dideoxy-d-glycero-d-galacto-2-nonulosonicaci;LACTAMINIC ACID;5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONU;5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONULOSONIC ACID;5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-NONULOPYRANOSONIC ACID HYDRATE;5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTONONULOSONIC ACID;5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTONULOSONIC ACID;5-ACETYLAMINO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONULOSONIC ACID |
131-48-6 Biological Activity |
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Related Catalog |
Research Areas >> Cardiovascular Disease Natural Products >> Others |
Target |
Human Endogenous Metabolite |
131-48-6 Chemical & Physical Properties |
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Melting point |
184-186 °C (dec.)(lit.) |
Boiling point |
762.3±60.0 °C at 760 mmHg |
Density |
1.6±0.1 g/cm3 |
Molecular Formula |
C11H19NO9 |
Molecular Weight |
309.270 |
Form |
synthetic, crystalline |
Color |
White to Off-White |
Flash Point |
414.8±32.9 °C |
PSA |
176.78000 |
LogP |
-3.98 |
Exact Mass |
309.105988 |
Vapour Pressure |
0.0±5.8 mmHg at 25°C |
Index of Refraction |
1.581 |
Sensitive |
Air Sensitive |
Water Solubility |
50 g/L (20 ºC) |
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N-acetylneuraminic acid 131-48-6 is an N-acyl derivative of neuraminic or acid amino sugar derivative, derived from N-acetylmannosamine and pyruvic acid. It is an integral part of sialic acids (SAs), important functional sugars that play an important role in maintaining and improving brain health, detoxification, antibacterial, and immune enhancement. N-acetylneuraminic acid (Neu5Ac) is a sialic acid-based biomarker in neurological disorders like Alzheimer's disease (AD) and aging. It is used to study its biochemistry, metabolism and absorption in vivo and in vitro.
Definition
ChEBI: N-Acetylneuraminic acid is n-Acetylneuraminic acid with beta configuration at the anomeric centre. It has a role as an epitope. It is functionally related to a beta-neuraminic acid. It is a conjugate acid of a N-acetyl-beta-neuraminate.
InChI:InChI=1/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
131-48-6 Relevant articles
N-acetylneuraminic acid links immune exhaustion and accelerated memory deficit in diet-induced obese Alzheimer's disease mouse model
Stefano Suzzi, Tommaso Croese, Adi Ravid, Or Gold, Abbe R. Clark, Sedi Medina, Daniel Kitsberg, Miriam Adam, Katherine A. Vernon, Eva Kohnert, Inbar Shapira, Sergey Malitsky, Maxim Itkin, Alexander Brandis, Tevie Mehlman, Tomer M. Salame, Sarah P. Colaiuta, Liora Cahalon, Michal Slyper, Anna Greka, Naomi Habib & Michal Schwartz
, nature (09 March 2023)
Following plasma metabolite profiling, we identified free N-acetylneuraminic acid (NANA), the predominant sialic acid, as the metabolite linking recognition-memory impairment to increased splenic immune-suppressive cells in mice. Single-nucleus RNA-sequencing revealed mouse visceral adipose macrophages as a potential source of NANA.
N-acetylneuraminic acid and chondroitin sulfate modified nanomicelles with ROS-sensitive H2S donor via targeting E-selectin receptor and CD44 receptor for the efficient therapy of atherosclerosis
Qiang Chen, Chunjing Guo, Xiudi Zhou, Yanguo Su, Huimin Guo, Min Cao, Jing Li, Yue Zhang, Weiyi Zhao, Xin Gao, Shuqi Mi, Daquan Chen
, International Journal of Biological Macromolecules Volume 211, 30 June 2022, Pages 259-270
We conjecture that the N-Acetylneuraminic acid and Chondroitin sulfate modified nanomicelles not only enhances the accumulation of the drug but also cleaves the H2S donor in the lesion, thus one stone two birds. Given these findings, we synthesized two kinds of nanoparticles, Carrier I (SCCF) and Carrier II (SCTM), for atherosclerosis to validate our guesses.
131-48-6 Process route
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5-(1-acetylamino-2,3,4,5-tetrahydroxy-pentyl)-2-tert-butyl-isoxazolidine-3-carboxylic acid ethyl ester

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- 131-48-6,14752-56-8,5977-25-3,6225-16-7,6918-20-3
N-Acetylneuraminic acid
Conditions | Yield |
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5-(1-acetylamino-2,3,4,5-tetrahydroxy-pentyl)-2-tert-butyl-isoxazolidine-3-carboxylic acid ethyl ester; With sodium methylate; In methanol; at 20 ℃;
With water; for 24h;
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5-amino-hept-6-ene-1,2,3,4-tetraol

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- 131-48-6,14752-56-8,5977-25-3,6225-16-7,6918-20-3
N-Acetylneuraminic acid
Conditions | Yield |
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Multi-step reaction with 3 steps
1.1: sodium hydrogen carbonate / methanol / 1 h
2.1: dioxane / 336 h / 30 °C
3.1: NaOMe / methanol / 20 °C
3.2: water / 24 h
With sodium methylate; sodium hydrogencarbonate; In 1,4-dioxane; methanol;
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131-48-6 Upstream products
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328-42-7
Oxalacetic acid
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7512-17-6
2-acetamido-2-deoxy-D-glucose
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50-99-7
D-glucose
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piruvate
131-48-6 Downstream products
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56144-08-2
5-amino-O2-methyl-β-D-glycero-D-galacto-3,5-dideoxy-[2]nonulopyranosonic acid
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20298-35-5
N-acetylneuraminic acid methyl ester
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20298-35-5
N-acetylneuraminic acid methyl ester
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92413-99-5
N-acetyl neuraminic acid sodium salt