Skip to Content
Merck
All Photos(1)

Key Documents

73677

Sigma-Aldrich

4-Nitrophenyl β-D-glucuronide

β-glucuronidase substrate, chromogenic, ≥99.0% (TLC), powder or crystals, suitable as substrate for β-glucuronidase test

Synonym(s):

4-Nitrophenyl-β-D-glucopyranosiduronic acid, PNPG

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C12H13NO9
CAS Number:
Molecular Weight:
315.23
Beilstein:
1438576
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

4-Nitrophenyl β-D-glucuronide, ≥99.0% (TLC)

Assay

≥99.0% (TLC)

form

powder or crystals

optical activity

[α]20/D −102±3°, c = 1% in ethanol

impurities

≤0.05% free 4-nitrophenol
≤7% water

solubility

H2O: 0.1 g/mL, clear, faintly yellow

suitability

suitable as substrate for β-glucuronidase test

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2ccc(cc2)[N+]([O-])=O

InChI

1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)/t7-,8-,9+,10-,12+/m0/s1

InChI key

QSUILVWOWLUOEU-GOVZDWNOSA-N

Looking for similar products? Visit Product Comparison Guide

Application

4-Nitrophenyl β-D-glucuronide has been used for determining the β-glucuronidase activity in urine samples, β-glucuronidase activity of bacteria in caecum content digesta and bovine liver. It has also been used to study the inhibitory effect of Phyllanthus amarus extracts on β-glucuronidase.

Substrates

Chromogenic substrate for β-glucuronidase (GUS) gene detection.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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

Effect of dietary honey on intestinal microflora and toxicity of mycotoxins in mice
El-Arab AME, et al.
BMC Complementary and Alternative Medicine, 6(1), 6-6 (2006)
Rapid separation of p-nitrophenol and its glucuronide and sulfate conjugates by reversed-phase high-performance liquid chromatography.
G Diamond et al.
Journal of chromatography, 177(2), 368-371 (1979-09-21)
beta-Glucuronidase Inhibitory Effect of Phenolic Constituents from Phyllanthus amarus.
Joshi CS and Sanmuga Priya E
Pharmaceutical biology, 45(5), 363-365 (2007)
J P Lehman et al.
Drug metabolism and disposition: the biological fate of chemicals, 9(1), 15-18 (1981-01-01)
Cytochrome P-450, NADPH-cytochrome P-450 reductase, and glucuronyltransferase were immobilized simultaneously on cyanogen bromide-activated Sepharose from phenobarbital-induced rabbit liver microsomes. The activity of the P-450 system was demonstrated by the N-demethylation of ethylmorphine and the O-demethylation of p-nitroanisole. p-Nitrophenol produced from
P P Wickramanayake et al.
Biomedical mass spectrometry, 12(3), 127-133 (1985-03-01)
Mass spectra of a series of chloro- and nitrophenylglucuronides by liquid secondary ion (LSI) mass spectrometry were obtained. In the positive ion mode class characteristic fragmentations and adduct ions are observed only in the presence of alkali salt additives. No

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