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19023

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:
131-48-6
Molecular Weight:
309.27
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329751777
EC Number:
205-023-1
Beilstein/REAXYS Number:
1716283
MDL number:
MFCD00006620
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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

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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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG9355
BCCG0245
BCCF3280
BCCD5155
BCCD4810

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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.

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)

Global Trade Item Number

SKUGTIN
ANV00300-1G04061825123356
19023-10MG04061838759702