N-Acetylneuraminic acid (Standard)

N-Acetylneuraminic acid (Standard) is the analytical standard of N-Acetylneuraminic acid. This product is intended for research and analytical applications. N-Acetylneuraminic acid (NANA; Lactaminic acid), a nonphenolic structure, is the predominant form of sialic from Collocalia esculenta. N-Acetylneuraminic acid plays a biological role in myocardial injury, melanoma and viral or bacterial infection. N-Acetylneuraminic acid inhibits melanogenesis by reducing tyrosinase activity and triggers myocardial injury in vitro and in vivo by activation of the Rho/Rho-associated signaling pathway through binding to RhoA and Cdc42. N-Acetylneuraminic acid may prevent high fat diet (HFD) -induced inflammation and oxidative stress, thereby prevents hyperlipidemia-associated inflammation and oxidative stress. N-Acetylneuraminic acid is promising for research in the field of melanoma, coronary artery, obesity-related diseases and hyperlipidemia[1][2][3][4][5].

Product Specifications

CAS Number

[131-48-6]

Product Name Alternative

NANA (Standard) ; Lactaminic acid (Standard)

UNSPSC

12352211

Hazard Statement

H302, H315, H319, H335

Target

Endogenous Metabolite; Influenza Virus; Ras; Reference Standards; Tyrosinase

Type

Reference compound

Related Pathways

Anti-infection; GPCR/G Protein; MAPK/ERK Pathway; Metabolic Enzyme/Protease; Others

Field of Research

Cancer; Inflammation/Immunology; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/n-acetylneuraminic-acid-standard.html

Purity

99.86

Smiles

OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](NC(C)=O)[C@@H](O)CC(C(O)=O)=O

Molecular Formula

C11H19NO9

Molecular Weight

309.27

Precautions

H302, H315, H319, H335

References & Citations

[1]Kiefel MJ, et al. Synthesis and biological evaluation of N-acetylneuraminic acid-based rotavirus inhibitors[J]. J Med Chem. 1996 Mar 15;39 (6) :1314-20.|[2]Yoshikawa, K., et al. N-Acetylneuraminic Acid Inhibits Melanogenesis via Induction of Autophagy[J]. Cosmetics 2024, 11, 82.|[3]Zhang L, et al. Functional Metabolomics Characterizes a Key Role for N-Acetylneuraminic Acid in Coronary Artery Diseases[J]. Circulation. 2018 Mar 27;137 (13) :1374-1390.|[4]Yida Z, et al. High fat diet-induced inflammation and oxidative stress are attenuated by N-acetylneuraminic acid in rats[J]. J Biomed Sci. 2015 Oct 24;22:96. |[5]Kiefel MJ, et al. Synthesis and biological evaluation of N-acetylneuraminic acid-based rotavirus inhibitors[J]. J Med Chem. 1996 Mar 15;39 (6) :1314-20.|[6]Yoshikawa, K., et al. N-Acetylneuraminic Acid Inhibits Melanogenesis via Induction of Autophagy[J]. Cosmetics 2024, 11, 82.|[7]Zhang L, et al. Functional Metabolomics Characterizes a Key Role for N-Acetylneuraminic Acid in Coronary Artery Diseases[J]. Circulation. 2018 Mar 27;137 (13) :1374-1390.|[8]Yida Z, et al. High fat diet-induced inflammation and oxidative stress are attenuated by N-acetylneuraminic acid in rats[J]. J Biomed Sci. 2015 Oct 24;22:96.