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N-Acetylneuraminic acid

analytical standard

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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
Empirical Formula (Hill Notation):
C11H19NO9
CAS Number:
131-48-6
Molecular Weight:
309.27
Beilstein:
1716283
EC Number:
205-023-1
MDL number:
MFCD00006620
UNSPSC Code:
85151701
PubChem Substance ID:
329751777
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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)

Articles

Determination of Sialic Acid in Milk

Discover the detection of milk adulteration by whey using spectrophotometric estimation of sialic acid in three different milk brands. Learn more about this essential technique in our application note.

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