131-48-6
Chemical Structure
N-Acetylneuraminic acid
Synonym(s): NANA; Lactaminic acid
- CAS No.: 131-48-6
- Formula:C11H19NO9
- Molecular Weight:309.27
IUPAC Name: (4S,5R,6R,7S,8R)-5-acetamido-4,6,7,8,9-pentahydroxy-2-oxononanoic acid
InChIKey: KBGAYAKRZNYFFG-BOHATCBPSA-N
SMILES: OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](NC(C)=O)[C@@H](O)CC(C(O)=O)=O
Biological Activity: 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].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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N-Acetylneuraminic acid | 99.95% | 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. | ||||||||||||||||||||
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N-Acetylneuraminic acid (Standard) | 99.86% | 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. | ||||||||||||||||||||
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N-Acetylneuraminic acid-13C-1 | N-Acetylneuraminic acid-13C-1 is the 13C labeled N-Acetylneuraminic acid. | |||||||||||||||||||||
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N-Acetylneuraminic acid-13C-2 | N-Acetylneuraminic acid-13C-2 is the 13C labeled N-Acetylneuraminic acid. | |||||||||||||||||||||
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N-Acetylneuraminic acid-13C-3 | 99.0% | N-Acetylneuraminic acid-13C-3 is the 13C labeled N-Acetylneuraminic acid. | ||||||||||||||||||||
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N-Acetylneuraminic acid-13C | N-Acetylneuraminic acid-13C is the 13C labeled N-Acetylneuraminic acid. | |||||||||||||||||||||
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References
- [1]. Yoshikawa, K., et al. N-Acetylneuraminic Acid Inhibits Melanogenesis via Induction of Autophagy[J]. Cosmetics 2024, 11, 82.
- [2]. 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. [Content Brief]
- [3]. 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. [Content Brief]
- [4]. 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. [Content Brief]
