131-48-6

  • Product Name:N-Acetylneuraminic acid
  • Molecular Formula:C11H19NO9
  • Purity:99%
  • Molecular Weight:
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Product Details

Purity:99%

Chinese Factory Supply N-Acetylneuraminic acid 131-48-6 In Medicine In Stock

131-48-6 Name

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

Related Catalog

Research Areas >> Cardiovascular Disease

Natural Products >> Others

Target

Human Endogenous Metabolite

 

131-48-6 Chemical & Physical Properties

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)

Buy Quality High Purity 131-48-6, Good Manufacturer Export, Wholesale Price, Fast Delivery

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

5-(1-acetylamino-2,3,4,5-tetrahydroxy-pentyl)-2-<i>tert</i>-butyl-isoxazolidine-3-carboxylic acid ethyl ester

5-(1-acetylamino-2,3,4,5-tetrahydroxy-pentyl)-2-tert-butyl-isoxazolidine-3-carboxylic acid ethyl ester

N-Acetylneuraminic acid
131-48-6,14752-56-8,5977-25-3,6225-16-7,6918-20-3

N-Acetylneuraminic acid

Conditions
Conditions Yield
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;
 
5-amino-hept-6-ene-1,2,3,4-tetraol

5-amino-hept-6-ene-1,2,3,4-tetraol

N-Acetylneuraminic acid
131-48-6,14752-56-8,5977-25-3,6225-16-7,6918-20-3

N-Acetylneuraminic acid

Conditions
Conditions Yield
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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