Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

N1516

Sigma-Aldrich

2-O-(p-Nitrophenyl)-α-D-N-acetylneuraminic acid

chromogenic, ≥95%, powder

Synonym(s):

PNP-a-NeuNAc

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C17H22N2O11
CAS Number:
26112-88-9
Molecular Weight:
430.36
MDL number:
MFCD00132944
UNSPSC Code:
12352204
PubChem Substance ID:
24897497
NACRES:
NA.32

product name

2-O-(p-Nitrophenyl)-α-D-N-acetylneuraminic acid, ≥95%

Assay

≥95%

form

powder

impurities

~0.5% free p-nitrophenol

solubility

methanol: 25 mg/mL, clear, colorless to faintly yellow

shipped in

wet ice

storage temp.

−20°C

SMILES string

CC(=O)NC1C(O)CC(OC1C(O)C(O)CO)(Oc2ccc(cc2)N(=O)=O)C(O)=O

InChI

1S/C17H22N2O11/c1-8(21)18-13-11(22)6-17(16(25)26,30-15(13)14(24)12(23)7-20)29-10-4-2-9(3-5-10)19(27)28/h2-5,11-15,20,22-24H,6-7H2,1H3,(H,18,21)(H,25,26)

InChI key

OICUZSPXIJAAEA-UHFFFAOYSA-N

Application

2-O-(p-Nitrophenyl)-α-D-N-acetylneuraminic acid may be used as a substrate to measure sialidase enzyme activity.

Biochem/physiol Actions

2-O-(p-Nitrophenyl)-α-D-N-acetylneuraminic acid serves as a sialyl donor in enzyme-catalyzed trans-sialylation.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Pascal Maurice et al.
Scientific reports, 6, 38363-38363 (2016-12-06)
Neuraminidase 1 (NEU1) is a lysosomal sialidase catalyzing the removal of terminal sialic acids from sialyloconjugates. A plasma membrane-bound NEU1 modulating a plethora of receptors by desialylation, has been consistently documented from the last ten years. Despite a growing interest
Synthesis of p-nitrophenyl 5-acetamido-3,5-dideoxy-alpha-D-glycero-D-galacto-2-nonulopyranosid onic acid, a chromogenic substrate for sialidases.
V Eschenfelder et al.
Carbohydrate research, 162(2), 294-297 (1987-05-01)
Bentley Lim et al.
Cell, 169(3), 547-558 (2017-04-22)
The gut microbiota is implicated in numerous aspects of health and disease, but dissecting these connections is challenging because genetic tools for gut anaerobes are limited. Inducible promoters are particularly valuable tools because these platforms allow real-time analysis of the
X Guo et al.
The Biochemical journal, 296 ( Pt 2), 291-292 (1993-12-01)
When the time course of the hydrolysis of identical solutions of p-nitrophenyl N-acetyl-alpha-D-neuraminide by Salmonella typhimurium neuraminidase is monitored by u.v. and by its optical rotation, the rotation change is synchronous with, or even marginally in advance of, the absorbance
Yao Guo et al.
Journal of biotechnology, 170, 60-67 (2013-12-03)
This study examined a recombinant Pasteurella multocida sialyltransferase exhibiting dual trans-sialidase activities. The enzyme catalyzed trans-sialylation using either 2-O-(p-nitrophenyl)-α-d-N-acetylneuraminic acid or casein glycomacropeptide (whey protein) as the sialyl donor and lactose as the acceptor, resulting in production of both 3'-sialyllactose

Articles

Sialic Acid

Understand sialic acid structure, function, signaling, and modifications. Easily find products for sialic acid research.

Sialic Acid

Understand sialic acid structure, function, signaling, and modifications. Easily find products for sialic acid research.

Sialic Acid

Understand sialic acid structure, function, signaling, and modifications. Easily find products for sialic acid research.

Sialic Acid

Understand sialic acid structure, function, signaling, and modifications. Easily find products for sialic acid research.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service