N-Glycolylneuraminic Acid (CAS 1113-83-3)
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N-glycolylneuraminic acid (Neu5Gc) is a hydroxylated form of the generally known sialic acid N-acetylneuraminic acid, Neu5Ac (sc-281055). N-glycolylneuraminic acid is biosynthesized by the activity of cytidine monophosphate-N-acetylneuraminate (CMP-Neu5Ac) hydroxylase. Humans do not express N-glycolylneuraminic acid because there is an absence of the hydroxylase acitivity required to convert CMP-Neu5Ac to CMP-Neu5Ac. This is due to a mutation in the gene that occurred after the Homo-Pan divergence. Research shows that the parasite Trypanosoma cruzi contains N-glycoloylneuraminic acid, but is unable to synthesize sialic acids from their precursors. N-Glycolylneuraminic Acid is also known as NeuGc, GcNeu, NGNA, NeuNGl, Neu5Gc, N-(2-Hydroxyacetyl)neuraminic Acid, and 3,5-Dideoxy-5-[(hydroxyacetyl)amino]-D-glycero-D-galacto-2-nonulosonic Acid.
N-Glycolylneuraminic Acid (CAS 1113-83-3) References
- The role of CMP-N-acetylneuraminic acid hydroxylase in determining the level of N-glycolylneuraminic acid in porcine tissues. | Malykh, YN., et al. 1998. Glycoconj J. 15: 885-93. PMID: 10052592
- N-Glycolylneuraminic acid in human tumours. | Malykh, YN., et al. 2001. Biochimie. 83: 623-34. PMID: 11522391
- Why Is N-Glycolylneuraminic Acid Rare in the Vertebrate Brain? | Davies, LR. and Varki, A. 2015. Top Curr Chem. 366: 31-54. PMID: 23471785
- N-Glycolylneuraminic Acid as a Receptor for Influenza A Viruses. | Broszeit, F., et al. 2019. Cell Rep. 27: 3284-3294.e6. PMID: 31189111
- Synthesis of N-Glycolylneuraminic Acid (Neu5Gc) and Its Glycosides. | Kooner, AS., et al. 2019. Front Immunol. 10: 2004. PMID: 31555264
- N-Glycolylneuraminic Acid (Neu5Gc) Null Large Animals by Targeting the CMP-Neu5Gc Hydroxylase (CMAH). | Perota, A. and Galli, C. 2019. Front Immunol. 10: 2396. PMID: 31681287
- The biosynthesis of N-glycoloylneuraminic acid occurs by hydroxylation of the CMP-glycoside of N-acetylneuraminic acid. | Shaw, L. and Schauer, R. 1988. Biol Chem Hoppe Seyler. 369: 477-86. PMID: 3202954
- Glycosylated Biotherapeutics: Immunological Effects of N-Glycolylneuraminic Acid. | Yehuda, S. and Padler-Karavani, V. 2020. Front Immunol. 11: 21. PMID: 32038661
- N-Glycolylneuraminic Acid in Animal Models for Human Influenza A Virus. | Spruit, CM., et al. 2021. Viruses. 13: PMID: 34062844
- N-glycolylneuraminic acid serum biomarker levels are elevated in breast cancer patients at all stages of disease. | Shewell, LK., et al. 2022. BMC Cancer. 22: 334. PMID: 35346112
- Aberrant N-glycolylneuraminic acid in breast MCF-7 cancer cells and cancer stem cells. | Yang, W., et al. 2022. Front Mol Biosci. 9: 1047672. PMID: 36419929
- N-glycolylneuraminic acid as a carbohydrate cancer biomarker. | Wang, J., et al. 2023. Transl Oncol. 31: 101643. PMID: 36805917
- The occurrence of N-acetyl- and N-glycoloylneuraminic acid in Trypanosoma cruzi. | Schauer, R., et al. 1983. Hoppe Seylers Z Physiol Chem. 364: 1053-7. PMID: 6354906
- A mutation in human CMP-sialic acid hydroxylase occurred after the Homo-Pan divergence. | Chou, HH., et al. 1998. Proc Natl Acad Sci U S A. 95: 11751-6. PMID: 9751737
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
N-Glycolylneuraminic Acid, 10 mg | sc-202234 | 10 mg | $299.00 | |||
N-Glycolylneuraminic Acid, 25 mg | sc-202234A | 25 mg | $515.00 | |||
N-Glycolylneuraminic Acid, 50 mg | sc-202234B | 50 mg | $821.00 | |||
N-Glycolylneuraminic Acid, 100 mg | sc-202234C | 100 mg | $1484.00 | |||
N-Glycolylneuraminic Acid, 1 g | sc-202234D | 1 g | $2555.00 | |||
N-Glycolylneuraminic Acid, 5 g | sc-202234E | 5 g | $5105.00 | |||
N-Glycolylneuraminic Acid, 10 g | sc-202234F | 10 g | $11735.00 |