Molecular structure of N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid, CAS Number: 24967-27-9
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid (CAS 24967-27-9)
CAS Number:
24967-27-9
Molecular Weight:
291.25
Molecular Formula:
C11H17NO8
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid, a sialic acid analog, is instrumental in glycobiology research, where it helps elucidate the role of sialic acids in cell signaling and pathogen interaction. By lacking a hydroxyl group, this compound serves as a stable tool for investigating the action of sialyltransferases and the pathways of sialylation, which are for the proper function of glycoproteins and glycolipids. Its altered structure compared to the native sialic acid is particularly useful in studying enzyme specificity and the resulting impact on cellular recognition mechanisms. The study of N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid also contributes to a deeper understanding of immune system regulation, as sialic acids are key to immune cell signaling and the distinction between self and non-self entities.
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid (CAS 24967-27-9) References
- Neuraminic acid derivatives newly discovered in humans: N-acetyl-9-O-L-lactoylneuraminic acid, N,9-O-Diacetylneuraminic acid and N-acetyl-2,3-dehydro-2-deoxyneuraminic acid. | Haverkamp, J., et al. 1976. Hoppe Seylers Z Physiol Chem. 357: 1699-705. PMID: 1017796
- Role of extracellular sialic acid in regulation of neuronal and network excitability in the rat hippocampus. | Isaev, D., et al. 2007. J Neurosci. 27: 11587-94. PMID: 17959801
- Exacerbation of influenza virus infections in mice by intranasal treatments and implications for evaluation of antiviral drugs. | Smee, DF., et al. 2012. Antimicrob Agents Chemother. 56: 6328-33. PMID: 23027194
- X-aptamers: a bead-based selection method for random incorporation of druglike moieties onto next-generation aptamers for enhanced binding. | He, W., et al. 2012. Biochemistry. 51: 8321-3. PMID: 23057694
- Integration of neuraminidase inhibitor assay into a single-step operation using a combinable poly(dimethylsiloxane) capillary sensor. | Ishimoto, T., et al. 2013. Analyst. 138: 3158-62. PMID: 23571501
- Inhibition of sialidase activity as a therapeutic approach. | Glanz, VY., et al. 2018. Drug Des Devel Ther. 12: 3431-3437. PMID: 30349196
- Gut bacteria responding to dietary change encode sialidases that exhibit preference for red meat-associated carbohydrates. | Zaramela, LS., et al. 2019. Nat Microbiol. 4: 2082-2089. PMID: 31548686
- Activated microglia desialylate their surface, stimulating complement receptor 3-mediated phagocytosis of neurons. | Allendorf, DH., et al. 2020. Glia. 68: 989-998. PMID: 31774586
- Microglial activation by microbial neuraminidase through TLR2 and TLR4 receptors. | Fernández-Arjona, MDM., et al. 2019. J Neuroinflammation. 16: 245. PMID: 31791382
- High-Fat Diet-Induced Adipose Tissue and Liver Inflammation and Steatosis in Mice Are Reduced by Inhibiting Sialidases. | Pilling, D., et al. 2021. Am J Pathol. 191: 131-143. PMID: 33039353
- Microscale Quantification of the Inhibition of Neuraminidase Using Capillary Nanogel Electrophoresis. | Casto-Boggess, LD., et al. 2022. Anal Chem. 94: 16151-16159. PMID: 36343965
- Identification and characterization of N-acetyl-2,3-didehydro-2-deoxyneuraminic acid as a metabolite in mammalian brain. | Saito, M. and Rosenberg, A. 1984. Biochemistry. 23: 3784-8. PMID: 6477896
- Sialic acid specificity of myelin-associated glycoprotein binding. | Collins, BE., et al. 1997. J Biol Chem. 272: 1248-55. PMID: 8995428
Inhibitor of:
CMAS, Lysozyme, NDV HN, Neuramidase, from A. ureafaciens, Neuramidase, from V. cholerae, Neuraminidase, from C. perfringens, SIAE, Sialyltransferase 7E, St3Gal-IV, ST8Sia III, and ST8Sia VI.Activator of:
Neu1, Neuramidase, from A. ureafaciens, and Neuraminidase, from C. perfringens.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid, 5 mg | sc-215433 | 5 mg | $168.00 | |||
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid, 10 mg | sc-215433A | 10 mg | $278.00 | |||
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid, 25 mg | sc-215433B | 25 mg | $549.00 |