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N1627

Sigma-Aldrich

4-Nitrophenyl β-D-glucuronide

≥98% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H13NO9
CAS Number:
10344-94-2
Molecular Weight:
315.23
Beilstein:
1438576
EC Number:
233-753-0
MDL number:
MFCD00036210
UNSPSC Code:
12352200
PubChem Substance ID:
24897507
NACRES:
NA.52

grade

for molecular biology

Assay

≥98% (TLC)

form

powder

solubility

H2O: soluble 100 mg/mL, clear

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

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Application

4-Nitrophenyl β-D-glucuronide has been used as substrate in acetate buffer to measure 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)

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A tool for monitoring Trichoderma harzianum: II. The use of a GUS transformant for ecological studies in the rhizosphere
Green Helge and Jensen D Funck
Phytopathology, 85(11), 1436-1440 (1995)
Analysis of Fluorescent Compounds in Urine by Liquid Chromatography
T. Hanaia & J. Huberta
Journal of Liquid Chromatography, 7, 1627-1642 (1984)
H Iwabuchi et al.
Journal of chromatography, 414(1), 139-148 (1987-02-20)
Molecular-secondary-ion mass spectrometry (SIMS) is a suitable method for the analysis of nonvolatile substances such as conjugated metabolites of drugs. We have developed a simple method for the direct SIMS measurement of conjugates following thin-layer chromatography without any extraction procedure.
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
G F Rush et al.
The Journal of pharmacology and experimental therapeutics, 227(3), 658-662 (1983-12-01)
Female Fischer 344 rats administered p-nitrophenol (0.05 mmol/kg) excrete more p-nitrophenylglucuronide in the urine than males (35.9 +/- 2.9 vs. 14.1 +/- 4.0% of total urinary metabolites, respectively). In contrast, hepatic microsomes prepared from male rats have higher UDP-glucuronyltransferase activity
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