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19023

Supelco

N-Acetylneuraminic acid

analytical standard

Synonym(s):

N-Acetyl-D-neuraminic acid, N-acetyl-beta-neuraminic acid, N-acetylneuramic acid, 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid, Lactaminic acid, NAN, NANA, Sialic acid

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About This Item

Empirical Formula (Hill Notation):
C11H19NO9
CAS Number:
Molecular Weight:
309.27
Beilstein/REAXYS Number:
1716283
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥97.0% (HPLC)

form

powder or crystals

shelf life

limited shelf life, expiry date on the label

analyte chemical class(es)

oligosaccharides

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

−20°C

SMILES string

O[C@@]1(O[C@@]([C@@H]([C@H](C1)O)NC(C)=O)([H])[C@@H]([C@@H](CO)O)O)C(O)=O

InChI

1S/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

InChI key

SQVRNKJHWKZAKO-PFQGKNLYSA-N

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Related Categories

Application


  • Digestibility and Microbiota Modulation by Dietary Sialic Acid: Research indicated that sialylation of dietary mucin can modulate its digestibility and subsequently affect the gut microbiota of elderly individuals, highlighting the significance of N-Acetylneuraminic acid in dietary formulations and gut health (Fang et al., 2024).



Biochem/physiol Actions

Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases.

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Warning

hcodes

Hazard Classifications

Eye Irrit. 2

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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Molecularly imprinted polymers coated on the surface of metal--organic frameworks combined with liquid chromatography-tandem mass spectrometry for the detection of free N-acetylneuraminic acid in serum of pneumoconiosis patients
Lin R, et al.
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 181, 107821-107821 (2022)

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